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

Tian Bao Huang; Ling Fei Liu; Xiao Ming Yu; Wen Qian Yang; Xu Hong Qian; Jing Ling Zhang

doi:10.1080/10426509708043519

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

Tian Bao Huang^*, Ling Fei Liu, Xiao Ming Yu, Wen Qian Yang, Xu Hong Qian, Jing Ling Zhang

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

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).

Original language	English
Pages (from-to)	307-312
Number of pages	6
Journal	Phosphorus, Sulfur and Silicon and the Related Elements
Volume	122
DOIs	https://doi.org/10.1080/10426509708043519
State	Published - 1997
Externally published	Yes

Keywords

Schiff base
Thiohydrazide
Thiosemicarbazide
Tris(dialkylamino)phosphine

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10.1080/10426509708043519

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@article{409463b6a53f42faa6adec061713dbc8,

title = "Reaction of schiff base of thiohydrazides with P(NR2)3",

abstract = "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).",

keywords = "Schiff base, Thiohydrazide, Thiosemicarbazide, Tris(dialkylamino)phosphine",

author = "Huang, \{Tian Bao\} and Liu, \{Ling Fei\} and Yu, \{Xiao Ming\} and Yang, \{Wen Qian\} and Qian, \{Xu Hong\} and Zhang, \{Jing Ling\}",

year = "1997",

doi = "10.1080/10426509708043519",

language = "英语",

volume = "122",

pages = "307--312",

journal = "Phosphorus, Sulfur and Silicon and the Related Elements",

issn = "1042-6507",

publisher = "Taylor and Francis Ltd.",

}

TY - JOUR

T1 - Reaction of schiff base of thiohydrazides with P(NR2)3

AU - Huang, Tian Bao

AU - Liu, Ling Fei

AU - Yu, Xiao Ming

AU - Yang, Wen Qian

AU - Qian, Xu Hong

AU - Zhang, Jing Ling

PY - 1997

Y1 - 1997

N2 - 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).

AB - 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).

KW - Schiff base

KW - Thiohydrazide

KW - Thiosemicarbazide

KW - Tris(dialkylamino)phosphine

UR - https://www.scopus.com/pages/publications/0031326645

U2 - 10.1080/10426509708043519

DO - 10.1080/10426509708043519

M3 - 文章

AN - SCOPUS:0031326645

SN - 1042-6507

VL - 122

SP - 307

EP - 312

JO - Phosphorus, Sulfur and Silicon and the Related Elements

JF - Phosphorus, Sulfur and Silicon and the Related Elements

ER -

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

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Keywords

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