Syntheses and reactivity of alkyl 1-[N-(2-chloro-5-nitro-phenyl)-benzimidoyl] thioureas

被引：5

作者：

Fathalla, Walid ^{[1
]}

Ali, Ibrahim. A. I. ^{[2
]}

Marek, Jaromir ^{[3
]}

Pazdera, Pavel ^{[4
]}

机构：

[1] Port Said Univ, Fac Engn, Dept Math & Phys Sci, Port Said, Egypt

[2] Suez Canal Univ, Fac Sci, Dept Chem, Ismailia, Egypt

[3] Masaryk Univ, Inst Expt Biol, Lab Funct Genom & Prote, Brno, Czech Republic

[4] Masaryk Univ, Fac Sci, Ctr Synth Sustainable Condit & Their Management, CS-61137 Brno, Czech Republic

来源：

JOURNAL OF SULFUR CHEMISTRY | 2012年 / 33卷 / 01期

关键词：

thiourea-isothiourea rearrangement; SNAr reaction; benzimidoyl thiourea; benzothiazole; TYPE-1; REVERSE-TRANSCRIPTASE; N-(2-CYANOPHENYL)BENZIMIDOYL ISOTHIOCYANATE; NONNUCLEOSIDE INHIBITORS; ELECTROPHILIC ATTACK; ANTITUMOR-ACTIVITY; IN-VITRO; DERIVATIVES; 2-ARYLBENZOTHIAZOLES; REGIOSELECTIVITY; METHYL;

D O I：

10.1080/17415993.2011.629094

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of new alkyl 1-[N-(2-chloro-5-nitro-phenyl)-benzimidoyl] thioureas 3a-h were prepared from benzamides 1a-c. Benzimidoyl thioureas 3a-e afforded 5-nitro-2-phenyl-benzothiazole 5a-c under basic conditions via thiourea-isothiourea rearrangement and SNAr. A mechanistic rationalization supported by the direct formation of benzothioamide 8 and bis-benzimidoyl sulfide 9 derivatives from the reaction of imidoyl isothiocyanate 2 with bulky amines was supported. [GRAPHICS] .

引用

页码：49 / 63

页数：15

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