Reaction of schiff base of thiohydrazides with P(NR2)3

Article abstract of DOI:10.1080/10426509708043519

Three pathways were observed in the reactions of Schiff bases of Thiohydrazides with P(NR₂)₃,. (a) MeS-R₂N exchange: MeS-C(=S)-NHN=CHPh (1) reacted with P(NR₂)₃ led to new Schiff bases, R₂N-C(=S)-NHN=CH=Ph (2). (b) Cleavage of C=S bond and the formation of P=S bond: H₂N-C(=S)-NHN=CH=Ph (3) reacted with P(NR₂)₃ gave rise to the thiophosphoric amide, (Et₂N)₂P(=S)-NH-CH=N-N=CH-Ph (4). (c) Formation of thiadiazole and triazole: Schiff bases 2a and H₂N(MeS)C=N-N=CH-Ph (6) reacted with P(NR₂)₃ respectively and produced 5-dimethylamino-2-phenyl-2,3-(2H)-1,3,4-thiadiazole (5) and 5-methylthio-2-phenyl-2,3-(2H)-1,3,4-triazole (7).

Full text of DOI:10.1080/10426509708043519

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Phosphorus, Sulfur, and Silicon and
the Related Elements
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REACTION OF SCHIFF BASE OF
THIOHYDRAZIDES WITH P(NR )
2
a
3
a
b
Tian-Bao Huang , Ling-Fei Liu , Xiao-Ming Yu , Wen-Qian
a
b
a
Yang , Xu-Hong Qian & Jingling Zhang
a
Institute of Organic Synthesis, Central China Normal
University , Wuhan, 430070, People Republic of China
b
Institute of Pesticides and Pharmaceuticals, East China
University of Science and Technology , Shanghai, 200237,
People Republic of China
Published online: 04 Oct 2006.
To cite this article: Tian-Bao Huang , Ling-Fei Liu , Xiao-Ming Yu , Wen-Qian Yang , Xu-
Hong Qian & Jingling Zhang (1997) REACTION OF SCHIFF BASE OF THIOHYDRAZIDES WITH
P(NR ) , Phosphorus, Sulfur, and Silicon and the Related Elements, 122:1, 307-312, DOI:
2
3
10.1080/10426509708043519
To link to this article: http://dx.doi.org/10.1080/10426509708043519
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