Preparation of sulfenamidines. X-ray crystal structure of N1,N1-dimethyl-N2-methylthiobenzamidine

Roy L Beddoes; Robert J Cernik; Owen S Mills; Frank Stansfield

Preparation of sulfenamidines. X-ray crystal structure of N1,N1-dimethyl-N2-methylthiobenzamidine

Roy L Beddoes, Robert J Cernik, Owen S Mills, Frank Stansfield

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

Abstract

Elimination reaction (1Z,3E)-PhCR:NN:NSMe (R = NMe2, morpholino) in CH2Cl2 contg. CuCN as catalyst at ∼0° for 30 min gave (E)-PhCR:NSMe [R = NMe2 (I), morpholino] in 75 and 84% yield, resp. The structure of I was detd. by x-ray crystallog. anal. [on SciFinder(R)]

Original language	English
Pages (from-to)	390-1
Number of pages	388
Journal	J. Chem. Soc., Chem. Commun.
Issue number	7
Publication status	Published - 1983

Keywords

Elimination reaction (of (aminobenzylidene)(alkylthio)triazenes, sulfenamidines by)
Crystal structure
Molecular structure (of dimethyl(methylthio)benzamidine)
aminobenzylidenemethylthiotriazene elimination
methylthiotriazene aminobenzylidene elimination
triazene aminobenzylidene methylthio elimination
sulfenamidine
methylthiobenzamidine prepn crystal structure
crystal structure dimethylmethylthiobenzamide
morpholinobenzylideneamine methylthio
methylthiomorpholinobenzylideneamine

Cite this

@article{433289aba54143c39ca2f62b88abb059,

title = "Preparation of sulfenamidines. X-ray crystal structure of N1,N1-dimethyl-N2-methylthiobenzamidine",

abstract = "Elimination reaction (1Z,3E)-PhCR:NN:NSMe (R = NMe2, morpholino) in CH2Cl2 contg. CuCN as catalyst at ∼0° for 30 min gave (E)-PhCR:NSMe [R = NMe2 (I), morpholino] in 75 and 84% yield, resp. The structure of I was detd. by x-ray crystallog. anal. [on SciFinder(R)]",

keywords = "Elimination reaction (of (aminobenzylidene)(alkylthio)triazenes, sulfenamidines by), Crystal structure, Molecular structure (of dimethyl(methylthio)benzamidine), aminobenzylidenemethylthiotriazene elimination, methylthiotriazene aminobenzylidene elimination, triazene aminobenzylidene methylthio elimination, sulfenamidine, methylthiobenzamidine prepn crystal structure, crystal structure dimethylmethylthiobenzamide, morpholinobenzylideneamine methylthio, methylthiomorpholinobenzylideneamine",

author = "Beddoes, {Roy L} and Cernik, {Robert J} and Mills, {Owen S} and Frank Stansfield",

note = "CAN 99:87720 Benzene, Its Derivatives, and Condensed Benzenoid Compounds 78903-42-1; 86770-83-4 Role: RCT (Reactant), RACT (Reactant or reagent) (elimination reaction of, sulfenamidine by); 86770-84-5P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (prepn. and crystal and mol. structure of); 86770-85-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of)",

year = "1983",

language = "English",

pages = "390--1",

journal = "J. Chem. Soc., Chem. Commun.",

issn = "0022-4936",

publisher = "Chemical Society",

number = "7",

}

TY - JOUR

T1 - Preparation of sulfenamidines. X-ray crystal structure of N1,N1-dimethyl-N2-methylthiobenzamidine

AU - Beddoes, Roy L

AU - Cernik, Robert J

AU - Mills, Owen S

AU - Stansfield, Frank

N1 - CAN 99:87720 Benzene, Its Derivatives, and Condensed Benzenoid Compounds 78903-42-1; 86770-83-4 Role: RCT (Reactant), RACT (Reactant or reagent) (elimination reaction of, sulfenamidine by); 86770-84-5P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (prepn. and crystal and mol. structure of); 86770-85-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of)

PY - 1983

Y1 - 1983

N2 - Elimination reaction (1Z,3E)-PhCR:NN:NSMe (R = NMe2, morpholino) in CH2Cl2 contg. CuCN as catalyst at ∼0° for 30 min gave (E)-PhCR:NSMe [R = NMe2 (I), morpholino] in 75 and 84% yield, resp. The structure of I was detd. by x-ray crystallog. anal. [on SciFinder(R)]

AB - Elimination reaction (1Z,3E)-PhCR:NN:NSMe (R = NMe2, morpholino) in CH2Cl2 contg. CuCN as catalyst at ∼0° for 30 min gave (E)-PhCR:NSMe [R = NMe2 (I), morpholino] in 75 and 84% yield, resp. The structure of I was detd. by x-ray crystallog. anal. [on SciFinder(R)]

KW - Elimination reaction (of (aminobenzylidene)(alkylthio)triazenes, sulfenamidines by)

KW - Crystal structure

KW - Molecular structure (of dimethyl(methylthio)benzamidine)

KW - aminobenzylidenemethylthiotriazene elimination

KW - methylthiotriazene aminobenzylidene elimination

KW - triazene aminobenzylidene methylthio elimination

KW - sulfenamidine

KW - methylthiobenzamidine prepn crystal structure

KW - crystal structure dimethylmethylthiobenzamide

KW - morpholinobenzylideneamine methylthio

KW - methylthiomorpholinobenzylideneamine

M3 - Article

SN - 0022-4936

SP - 390

EP - 391

JO - J. Chem. Soc., Chem. Commun.

JF - J. Chem. Soc., Chem. Commun.

IS - 7

ER -

Preparation of sulfenamidines. X-ray crystal structure of N1,N1-dimethyl-N2-methylthiobenzamidine

Abstract

Keywords

Fingerprint

Cite this