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NEW WAY FOR THE SYNTHESIS OF 1,3-PYRAZOLE DERIVATIVES BY THE REACTION OF 1-ALKYL-2,3-DICHLOROPROPANONES WITH PHENYLHYDRAZINE

Authors: Mammadov E.; Huseynova V.; Yusubov F.; Ismayilova S.;

NEW WAY FOR THE SYNTHESIS OF 1,3-PYRAZOLE DERIVATIVES BY THE REACTION OF 1-ALKYL-2,3-DICHLOROPROPANONES WITH PHENYLHYDRAZINE

Abstract

{"references": ["1.\t\u0411\u043e\u0436\u0435\u043d\u043a\u043e\u0432 \u0413.\u0412., \u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413., \u041b\u0430\u0440\u0438\u043d\u0430 \u041b.\u0418., \u0423\u0448\u0430\u043a\u043e\u0432 \u041f.\u0415., \u0414\u043e\u043b\u0433\u0443\u0448\u0438\u043d \u0413.\u0412., \u041c\u0438\u0440\u0441\u043a\u043e\u0432\u0430 \u0410.\u041d. \u0421\u0438\u043d\u0442\u0435\u0437, \u0441\u0442\u0440\u043e\u0435\u043d\u0438\u0435 \u0438 \u0441\u0432\u043e\u0439\u0441\u0442\u0432\u0430 1,2-\u0434\u0438\u0445\u043b\u043e\u0440\u0432\u0438\u043d\u0438\u043b\u0430\u043b\u043a\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432. \u0416\u041e\u0440\u0425, 2004, \u0422.40, \u0412\u044b\u043f.11, \u0441.1632-1640.", "2.\t\u0411\u043e\u0436\u0435\u043d\u043a\u043e\u0432 \u0413.\u0412., \u0424\u0440\u043e\u043b\u043e\u0432 \u042e.\u041b., \u0422\u043e\u0440\u044f\u0448\u0438\u043d\u043e\u0432\u0430 \u0414.\u0421., \u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413., \u041c\u0438\u0440\u0441\u043a\u043e\u0432\u0430 \u0410.\u041d. \u0421\u0442\u0440\u043e\u0435\u043d\u0438\u0435 \u0438 \u0441\u0432\u043e\u0439\u0441\u0442\u0432\u0430 2,2-\u0434\u0438\u0431\u0440\u043e\u043c\u0432\u0438\u043d\u0438\u043b\u0442\u0440\u0438\u0444\u0442\u043e\u0440\u043c\u0435\u0442\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u0430. \u0416\u041e\u0440\u0425, 2003, \u0422.39, \u0412\u044b\u043f.12, \u0441.857-863.", "3.\t\u041f\u0435\u0442\u043a\u0435\u0432\u0438\u0447 \u0421.\u041a., \u041f\u043e\u0442\u043a\u0438\u043d \u0412.\u0418., \u041a\u0430\u0431\u0435\u0440\u0434\u0438\u043d \u0420.\u0412. \u0421\u0438\u043d\u0442\u0435\u0437 3-\u0430\u0440\u0438\u043b-5-\u0434\u0438\u0445\u043b\u043e\u0440\u043c\u0435\u0442\u0438\u043b-N-\u043a\u0430\u0440\u0431\u0430\u043c\u043e\u0438\u043b\u043f\u0438\u0440\u0430\u0437\u043e\u043b\u043e\u0432 \u043d\u0430 \u043e\u0441\u043d\u043e\u0432\u0435 1-\u0430\u0440\u0438\u043b-3,4,4-\u0442\u0440\u0438\u0445\u043b\u043e\u0440-3-\u0431\u0443\u0442\u0435\u043d-1-\u043e\u043d\u043e\u0432. \u0416\u041e\u0440\u0425, 2006, \u0422.42, \u0412\u044b\u043f.10, \u0441.1496-1499.", "4.\t\u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413., \u0411\u043e\u0436\u0435\u043d\u043a\u043e\u0432 \u0413.\u0412., \u041b\u0430\u0440\u0438\u043d\u0430 \u041b.\u0418., \u041c\u0438\u0440\u0441\u043a\u043e\u0432\u0430 \u0410.\u041d. \u041d\u043e\u0432\u044b\u0439 \u043f\u0443\u0442\u044c \u043f\u043e\u043b\u0443\u0447\u0435\u043d\u0438\u044f \u0438 \u0441\u0432\u043e\u0439\u0441\u0442\u0432\u0430 3-\u0430\u043b\u043a\u0438\u043b-, \u0445\u043b\u043e\u0440\u0430\u043b\u043a\u0438\u043b-, \u043f\u0435\u0440\u0444\u0442\u043e\u0440\u0430\u043b\u043a\u0438\u043b-, \u0430\u0440\u0438\u043b-1-\u043c\u0435\u0442\u0438\u043b-5-\u041d(\u0412r)(Cl)\u043f\u0438\u0440\u0430\u0437\u043e\u043b\u043e\u0432 \u0438\u0437 \u0445\u043b\u043e\u0440(\u0431\u0440\u043e\u043c)\u0432\u0438\u043d\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432 \u0438 N,N-\u0434\u0438\u043c\u0435\u0442\u0438\u043b\u0433\u0438\u0434\u0440\u0430\u0437\u0438\u043d\u0430. \u0416\u041e\u0440\u0425, 2002, \u0422.38, \u0412\u044b\u043f.10, \u0441.1554-1559.", "5.\t\u0411\u043e\u0436\u0435\u043d\u043a\u043e\u0432 \u0413.\u0412., \u0421\u0430\u0432\u043e\u0441\u0438\u043a \u0412.\u0410., \u0420\u0443\u0434\u044f\u043a\u043e\u0432\u0430 \u0415.\u0412., \u0425\u0430\u043d\u044c \u0425\u0430 \u041a\u0443\u043e\u043a, \u0410\u043b\u0431\u0430\u043d\u043e\u0432 \u0410.\u0418., \u041a\u043b\u044b\u0431\u0430 \u041b.\u0412., \u041c\u0438\u0440\u0441\u043a\u043e\u0432\u0430 \u0410.\u041d., \u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413. \u041d\u0435\u043e\u0431\u044b\u0447\u043d\u0430\u044f \u0440\u0435\u0430\u043a\u0446\u0438\u044f \u0445\u043b\u043e\u0440\u0430\u0446\u0435\u0442\u0438\u043b\u0445\u043b\u043e\u0440\u0438\u0434\u0430 \u0441 1,2-\u0434\u0438\u0445\u043b\u043e\u0440\u044d\u0442\u0438\u043b\u0435\u043d\u043e\u043c. \u0421\u0438\u043d\u0442\u0435\u0437 \u0438 \u0441\u0432\u043e\u0439\u0441\u0442\u0432\u0430 2-\u0445\u043b\u043e\u0440\u0432\u0438\u043d\u0438\u043b\u0434\u0438\u0445\u043b\u043e\u0440\u043c\u0435\u0442\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u0430. \u0416\u041e\u0440\u0425, 2008, \u0422.44, \u0412\u044b\u043f.12, \u0441.1772-1777.", "6.\t\u0418\u0441\u043c\u0430\u0438\u043b\u043e\u0432 \u0410.\u0413., \u041c\u0430\u043c\u0435\u0434\u043e\u0432 \u042d.\u0418. \u0421\u0438\u043d\u0442\u0435\u0437 \u043c\u043e\u043d\u043e- \u0438 \u043f\u043e\u043b\u0438\u0433\u0430\u043b\u043e\u0438\u0434\u0446\u0438\u043a\u043b\u043e\u0430\u043b\u043a\u0438\u043b\u0432\u0438\u043d\u0438\u043b- \u0438 \u044d\u0442\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432. \u0423\u0447\u0435\u043d\u044b\u0435 \u0437\u0430\u043f\u0438\u0441\u043a\u0438 \u0411\u0413\u0423, \u0421\u0435\u0440. \u0445\u0438\u043c. \u043d\u0430\u0443\u043a, 1973, \u21163, \u0441.61-65.", "7.\tMammadov E., Mammadov A., Huseynova V., Zaidova Q., Gas\u0131mova F. Temperature Dependence of the Reaction of Elektrophilic Addition of Acyl Chlorides to Allyl Chloride. 6th International Conferenc\u0435: Thermophysical and Mechanical Properties of Advanced Materials (Thermam 2019), \u0130zmir, Turkey, 22-24 september 2019, pp. 54-55.", "8.\t\u0418\u0431\u0440\u0430\u0433\u0438\u043c\u043e\u0432 \u0418.\u0418., \u041c\u0430\u043c\u0435\u0434\u043e\u0432 \u042d.\u0418., \u0418\u0441\u043c\u0430\u0439\u043b\u043e\u0432 \u0410.\u0422., \u0410\u043b\u0438\u0435\u0432 \u0410.\u0413., \u041c\u0435\u0445\u0442\u0438\u0435\u0432\u0430 \u0428.\u0417., \u0414\u0436\u0430\u0444\u0430\u0440\u043e\u0432 \u0412.\u0413., \u0411\u0435\u043b\u044f\u0435\u0432\u0430 \u0412.\u0418. \u0425\u0438\u043c\u0438\u044f \u0441\u0438\u0441\u0442\u0435\u043c \u0430\u043b\u043b\u0438\u043b\u044c\u043d\u043e\u0433\u043e \u0442\u0438\u043f\u0430. II. A\u0446\u0438\u043b\u0438\u0440\u043e\u0432\u0430\u043d\u0438\u0435 3-\u0431\u0440\u043e\u043c- \u0438 2-\u043c\u0435\u0442\u0438\u043b-1-\u043f\u0440\u043e\u043f\u0435\u043d\u043e\u0432. \u0416\u041e\u0440\u0425, 1990, \u0422.26, \u0412\u044b\u043f.8, \u0441.1648-1654.", "9.\tGuseinova V.A., Zaidova Q.A., Mammadov E.\u0130. Reaction of chloroanhydrides of cycloalkanecarboxili\u0441 acids with some allylic chlorides. Chemical Problems, 2021, \u21163 (19), pp.179-185.", "10.\t\u0413\u0443\u0441\u0435\u0439\u043d\u043e\u0432\u0430 \u0412.\u0410., \u041c\u0430\u043c\u043c\u0430\u0434\u043e\u0432 \u042d.\u0418., \u041a\u0430\u0441\u0438\u043c\u043e\u0432\u0430 \u0424.\u0410. \u0421\u0438\u043d\u0442\u0435\u0437 \u0438 \u0445\u043b\u043e\u0440\u0438\u0440\u043e\u0432\u0430\u043d\u0438\u0435 \u0446\u0438\u043a\u043b\u043e\u0430\u043b\u043a\u0438\u043b\u0432\u0438\u043d\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432. \u0423\u0447\u0435\u043d\u044b\u0435 \u0437\u0430\u043f\u0438\u0441\u043a\u0438 \u0410\u0437\u0422\u0423, 2019, \u21162, \u0441.111-114.", "11.\t\u0411\u043e\u0436\u0435\u043d\u043a\u043e\u0432 \u0413.\u0412., \u0421\u0430\u0432\u043e\u0441\u0438\u043a \u0412.\u0410, \u041a\u043b\u044b\u0431\u0430 \u041b.\u0412., \u0416\u0430\u043d\u0447\u0438\u043f\u043e\u0432\u0430 \u0415.\u0420., \u041c\u0438\u0440\u0441\u043a\u043e\u0432\u0430 \u0410.\u041d., \u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413. 1-\u0410\u043b\u043a\u0438\u043b\u043f\u0438\u0440\u0430\u0437\u043e\u043b\u044b \u0438 1-\u0430\u043b\u043a\u0438\u043b-5-\u0445\u043b\u043e\u0440\u043f\u0438\u0440\u0430\u0437\u043e\u043b\u044b \u0438\u0437 \u0433\u0430\u043b\u043e\u0433\u0435\u043d\u0432\u0438\u043d\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432 \u0438 1,1-\u0434\u0438\u0430\u043b\u043a\u0438\u043b\u0433\u0438\u0434\u0440\u0430\u0437\u0438\u043d\u043e\u0432. \u0416\u041e\u0440\u0425, 2008, \u0422.44, \u0412\u044b\u043f.8, \u0441.1207-1212.", "12.\tAncari A., Ali A., Asif M. Biologically pyrazole derivatives. New-Chem., 2017, V.41, p.16-41.", "13.\t\u0413\u0440\u0430\u043f\u043e\u0432 \u0410.\u0424. \u041d\u043e\u0432\u044b\u0435 \u0438\u043d\u0441\u0435\u043a\u0442\u0438\u0446\u0438\u0434\u044b \u0438 \u0430\u043a\u0430\u0440\u0438\u0446\u0438\u0434\u044b. \u0423\u0441\u043f. \u0445\u0438\u043c\u0438\u0438, 1999, \u0422.68 (8), \u0441.773-784.", "14.\t\u0422\u043a\u0430\u0447\u0435\u043d\u043a\u043e \u041f.\u0412., \u0422\u043a\u0430\u0447\u0435\u043d\u043a\u043e \u0415.\u0412., \u0416\u0443\u0440\u0430\u0432\u0435\u043b\u044c \u0418.\u0410., \u041a\u0430\u0437\u043c\u0438\u0440\u0447\u0443\u043a \u0412.\u0412., \u0414\u0435\u0440\u0431\u0438\u0441\u043a\u043e\u0432\u0430 \u0423.\u0411. \u0421\u0438\u043d\u0442\u0435\u0437 \u0438 \u043f\u0440\u043e\u0442\u0438\u0432\u043e\u043c\u0438\u043a\u0440\u043e\u0431\u043d\u0430\u044f \u0430\u043a\u0442\u0438\u0432\u043d\u043e\u0441\u0442\u044c 3-\u0430\u0440\u0438\u043b\u0441\u0443\u043b\u044c\u0444\u043e\u043d\u0438\u043b\u043f\u0440\u043e\u0438\u0437\u0432\u043e\u0434\u043d\u044b\u0445 5-\u0430\u043c\u0438\u043d\u043e\u043f\u0438\u0440\u0430\u0437\u043e\u043b\u043e\u0432. \u0412\u0435\u0441\u0442\u043d\u0438\u043a \u041a\u0430\u0437\u041d\u041c\u0423, 2017, \u21162, \u0441.307-311.", "15.\t\u041f\u0430\u043f\u0435\u0440\u043d\u0430\u044f \u041b.\u041a., \u0428\u0430\u0442\u0440\u043e\u0432\u0430 \u0410.\u0410., \u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413. \u0421\u0438\u043d\u0442\u0435\u0437 \u0438 \u043a\u043e\u043c\u043f\u044c\u044e\u0442\u0435\u0440\u043d\u043e\u0435 \u043f\u0440\u043e\u0433\u043d\u043e\u0437\u0438\u0440\u043e\u0432\u0430\u043d\u0438\u0435 \u0431\u0438\u043e\u043b\u043e\u0433\u0438\u0447\u0435\u0441\u043a\u043e\u0439 \u0430\u043a\u0442\u0438\u0432\u043d\u043e\u0441\u0442\u0438 O,S-, S,S-, O,Se-, Se,Se- \u0430\u0446\u0435\u0442\u0430\u043b\u0435\u0439 \u043f\u0438\u0440\u0430\u0437\u043e\u043b\u044c\u043d\u043e\u0433\u043e \u0440\u044f\u0434\u0430. \u0412\u0435\u0441\u0442\u043d\u0438\u043a \u0418\u0440\u0413\u0422\u0423, 2013, \u21168 (79), \u0441.152-158.", "16.\t\u041a\u043e\u0442\u044f\u043c\u043a\u0438\u043d\u0430 \u0410.\u0418., \u0416\u0430\u0431\u0438\u043d\u0441\u043a\u0438\u0439 \u0412.\u041d., \u0425\u0440\u0438\u043f\u0430\u0447 \u0412.\u0410. \u0420\u0435\u0430\u043a\u0446\u0438\u044f 1,3-\u0434\u0438\u043f\u043e\u043b\u044f\u0440\u043d\u043e\u0433\u043e \u0446\u0438\u043a\u043b\u043e\u043f\u0440\u0438\u0441\u043e\u0435\u0434\u0438\u043d\u0435\u043d\u0438\u044f \u043d\u0438\u0442\u0440\u0438\u043b\u043e\u043a\u0441\u0438\u0434\u043e\u0432 \u0432 \u0441\u0438\u043d\u0442\u0435\u0437\u0435 \u043f\u0440\u0438\u0440\u043e\u0434\u043d\u044b\u0445 \u0441\u043e\u0435\u0434\u0438\u043d\u0435\u043d\u0438\u0439 \u0438 \u0438\u0445 \u0430\u043d\u0430\u043b\u043e\u0433\u043e\u0432. \u0423\u0441\u043f. \u0445\u0438\u043c\u0438\u0438, 2001, \u0422.70 (8), \u0441.730-743.", "17.\t\u0411\u044e\u043b\u0435\u0440 \u041a., \u041f\u0438\u0440\u0441\u043e\u043d \u0414. \u041e\u0440\u0433\u0430\u043d\u0438\u0447\u0435\u0441\u043a\u0438\u0435 \u0441\u0438\u043d\u0442\u0435\u0437\u044b. 1973, \u041c., \u041c\u0438\u0440, II \u0447\u0430\u0441\u0442\u044c, \u0441.348-351.", "18.\t\u0421\u0432\u043e\u0439\u0441\u0442\u0432\u0430 \u043e\u0440\u0433\u0430\u043d\u0438\u0447\u0435\u0441\u043a\u0438\u0445 \u0441\u043e\u0435\u0434\u0438\u043d\u0435\u043d\u0438\u0439. \u0421\u043f\u0440\u0430\u0432\u043e\u0447\u043d\u0438\u043a / \u041f\u043e\u0434 \u0440\u0435\u0434. \u0410.\u0410.\u041f\u043e\u0442\u0435\u0445\u0438\u043d\u0430. \u041b.: \u0425\u0438\u043c\u0438\u044f,1984, \u0441.162.", "19.\t\u041a\u043e\u0447\u0435\u0442\u043a\u043e\u0432 \u041d.\u041a. \u0425\u0438\u043c\u0438\u044f \uf062-\u0445\u043b\u043e\u0440\u0432\u0438\u043d\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432. \u0423\u0441\u043f. \u0445\u0438\u043c\u0438\u0438, 1955, \u0422.24, \u0412\u044b\u043f.1, \u0441.32-51", "20.\t\u041c\u0435\u0449\u0435\u0440\u044f\u043a\u043e\u0432 \u0410.\u041f. \u041e \u0440\u0435\u0430\u043a\u0446\u0438\u043e\u043d\u043d\u043e\u0439 \u0441\u043f\u043e\u0441\u043e\u0431\u043d\u043e\u0441\u0442\u0438 \u03b1,\u03b2-\u043d\u0435\u043f\u0440\u0435\u0434\u0435\u043b\u044c\u043d\u044b\u0445 \u043a\u0435\u0442\u043e\u043d\u043e\u0432 \u0438 \u03b2-\u0433\u0430\u043b\u043e\u0438\u0434\u043a\u0435\u0442\u043e\u043d\u043e\u0432 \u0432 \u0440\u0435\u0430\u043a\u0446\u0438\u0438 \u041a\u0438\u0436\u043d\u0435\u0440\u0430. \u0416\u041e\u0425, 1958, \u0422.28, \u0412\u044b\u043f.5, \u0441.2588-2591.", "21.\t\u0411\u043e\u0436\u0435\u043d\u043a\u043e\u0432 \u0413.\u0412., \u0421\u0430\u0432\u043e\u0441\u0438\u043a \u0412.\u0410., \u041b\u0430\u0440\u0438\u043d\u0430 \u041b.\u0418., \u041a\u043b\u044b\u0431\u0430 \u041b.\u0412., \u0416\u0430\u043d\u0447\u0438\u043f\u043e\u0432\u0430 \u0415.\u0420., \u041c\u0438\u0440\u0441\u043a\u043e\u0432\u0430 \u0410.\u041d., \u041b\u0435\u0432\u043a\u043e\u0432\u0441\u043a\u0430\u044f \u0413.\u0413. \u041e\u0441\u043e\u0431\u0435\u043d\u043d\u043e\u0441\u0442\u0438 \u0440\u0435\u0430\u043a\u0446\u0438\u0439 2-\u0445\u043b\u043e\u0440- \u0438 2,2-\u0434\u0438\u0445\u043b\u043e\u0440(\u0431\u0440\u043e\u043c)\u0432\u0438\u043d\u0438\u043b\u043a\u0435\u0442\u043e\u043d\u043e\u0432 \u0441 \u0430\u043b\u043a\u0438\u043b- \u0438 \u0430\u0440\u0438\u043b\u0433\u0438\u0434\u0440\u0430\u0437\u0438\u043d\u0430\u043c\u0438. \u0416\u041e\u0440\u0425, 2008, \u0422.44, \u0412\u044b\u043f.7, \u0441.1024-1033.", "22.\t\u041f\u0435\u0442\u043a\u0435\u0432\u0438\u0447 \u0421.\u041a., \u041f\u043e\u0442\u043a\u0438\u043d \u0412.\u0418., \u041a\u0430\u0431\u0435\u0440\u0434\u0438\u043d \u0420.\u0412. \u0421\u0438\u043d\u0442\u0435\u0437 \u0437\u0430\u043c\u0435\u0449\u0435\u043d\u043d\u044b\u0445 \u0438\u0437\u043e\u043a\u0441\u0430\u0437\u043e\u043b\u043e\u0432 \u0438 \u043f\u0438\u0440\u0430\u0437\u043e\u043b\u043e\u0432 \u043d\u0430 \u043e\u0441\u043d\u043e\u0432\u0435 1-\u0430\u0440\u0438\u043b-3,4,4-\u0442\u0440\u0438\u0445\u043b\u043e\u0440-3-\u0431\u0443\u0442\u0435\u043d-1-\u043e\u043d\u043e\u0432. \u0416\u041e\u0440\u0425, 2004, \u0422.40, \u0412\u044b\u043f.8, \u0441.1194-1197.", "23.\t\u0413\u0430\u0434\u0436\u0438\u043b\u044b \u0420.\u0410., \u0414\u0438\u043a\u0443\u0441\u0430\u0440 \u0415.\u0410., \u0410\u043b\u0438\u0435\u0432 \u0410.\u0413., \u041a\u0430\u0440\u0430\u0435\u0432\u0430 \u0410.\u0420., \u041d\u0430\u0433\u0438\u0435\u0432\u0430 \u0428.\u0424., \u041f\u043e\u0442\u043a\u0438\u043d \u0412.\u0418. \u0421\u0438\u043d\u0442\u0435\u0437 \u0438 \u0441\u0432\u043e\u0439\u0441\u0442\u0432\u0430 3-\u0430\u043b\u043a\u0438\u043b(\u0430\u0440\u0438\u043b)-5-(\u0434\u0438\u043c\u0435\u0442\u0438\u043b\u0430\u043c\u0438\u043d\u043e\u043c\u0435\u0442\u0438\u043b)\u043f\u0438\u0440\u0430\u0437\u043e\u043b\u043e\u0432. \u0416\u041e\u0440\u0425, 2015, \u0422.51, \u0412\u044b\u043f.5, \u0441.547-550.", "24.\tKarayeva A.R. Synthesis and conversion of pyrazole derivatives. Chemical Problems, 2019, \u21164, pp.584-590.", "25.\t\u041e\u0431\u0449\u0430\u044f \u043e\u0440\u0433\u0430\u043d\u0438\u0447\u0435\u0441\u043a\u0430\u044f \u0445\u0438\u043c\u0438\u044f / \u041f\u043e\u0434 \u0440\u0435\u0434. \u0414.\u0411\u0430\u0440\u0442\u043e\u043d\u0430 \u0438 \u0412.\u0414.\u041e\u043b\u043b\u0438\u0441\u0430. \u041c., \u0425\u0438\u043c\u0438\u044f, 1982, \u0422.2, \u0441.643-650."]}

Absract The reaction of carboxylic acid chlorides with ethylene in the presence of an AlCl3 catalyst at a temperature of -10 ÷ -15°С in a dichloroethane medium, 1-alkyl-2-propen-1-ones were synthesized, which were converted by chlorination in a CCl4 medium at a temperature of 0 ÷ -5°С to the corresponding 1-alkyl-2,3-dichloro-1-propanones. The resulting dichloroketones are thermally stable compounds and are identified by distillation under vacuum. 1-Alkyl-2,3-dichloro-1-propanones with phenylhydrazine in toluene form 1-phenyl-3-alkylpyrazoles. The most probable mechanism for the formation of the pyrazole ring is proposed. The structure of the obtained pyrazoles was confirmed by the data of IR and NMR1H spectra and the determination of physicochemical constants. Thus, a preparative method for the synthesis of 1-phenyl-3-alkylpyrazoles was developed for the first time. Аннотация Реакцией хлорангидридов карбоновых кислот с этиленом в присутствии катализатора AlCl3 при температуре -10 ÷ -15°С в среде дихлорэтана синтезированы 1-алкил-2-пропен-1-оны, которые хлорированием в среде CCl4 при температуре 0 ÷ -5°С были превращены в соответствующие 1-алкил-2,3-дихлор-1-пропаноны. Полученные дихлоркетоны с фенилгидразином в толуоле образуют 1-фенил-3-алкилпиразолы. Строение полученных пиразолов подтверждены данными ИК и ЯМР1Н спектров и определением физико-химических констант.

Keywords

1-alkyl-2,3-dichloro-1-propanones, 1-алкил-2,3-дихлор-1-пропаноны, 1-phenyl-3-alkylpyrazoles, 1-фенил-3-алкилпиразолы, chlorination of α,β-unsaturated ketones, хлорирование α,β-ненасыщенных кетонов, реакция электрофильного присоединения, electrophilic addition reaction, carboxylic acid chlorides, 1-alkyl-2-propen-1-ones

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