Bulletin of the Chemical Society of Japan

The thermal decomposition of N, O-diacyl-Nt-butylhydroxylamines. III. Novel routes to 2-substituted 1, 2-benzisothiazol-3-(2H)-ones.

Y Uchida, S Kozuka

Index: Uchida; Kozuka Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 4 p. 1183 - 1187

Full Text: HTML

Citation Number: 22

Abstract

The reactions of N-alkyl-and N-aryl-2-(methylsulfinyl) benzamides and N-[2-(methylthio) benzoyl]-N-alkylhydroxylamines with thionyl chloride have been found to give 2-substituted 1, 2-benzisothiazol-3 (2H)-ones in nearly quantitative yields. The reactions of N-[2- (methylthio) benzoyl]-N-arylhydroxylamines with thionyl chloride gave chlorinated anilides as the major products.

 Related Synthetic Route
2-methylsulfanylbenzoyl chloride Structure

1442-03-1

2-methylsulfany...

~%

2-naphthalen-1-yl-1,2-benzothiazol-3-one Structure

82153-17-1

2-naphthalen-1-...

N-(1-naphthyl)-2-(methylthio)benzamide Structure

82153-09-1

N-(1-naphthyl)-...

~%

2-naphthalen-1-yl-1,2-benzothiazol-3-one Structure

82153-17-1

2-naphthalen-1-...

N-(4-methoxyphenyl)-2-(methylsulfinyl)benzamide Structure

82153-10-4

N-(4-methoxyphe...

~85%

2-(4-Methoxyphenyl)-1,2-benzothiazol-3(2H)-one Structure

2514-33-2

2-(4-Methoxyphe...

2-methylsulfanylbenzoyl chloride Structure

1442-03-1

2-methylsulfany...

~%

2-(4-Methoxyphenyl)-1,2-benzothiazol-3(2H)-one Structure

2514-33-2

2-(4-Methoxyphe...

N-(4-methoxyphenyl)-2-(methylthio)benzamide Structure

82153-07-9

N-(4-methoxyphe...

~%

2-(4-Methoxyphenyl)-1,2-benzothiazol-3(2H)-one Structure

2514-33-2

2-(4-Methoxyphe...

N-phenyl-2-(methylsulfinyl)benzamide Structure

79054-68-5

N-phenyl-2-(met...

~98%

2-phenyl-1,2-benzisothiazol-3-(2H)-one Structure

2527-03-9

2-phenyl-1,2-be...

N-benzyl-2-(methylsulfinyl)benzamide Structure

79054-67-4

N-benzyl-2-(met...

~98%

2-benzyl-1,2-benzothiazol-3-one Structure

2514-36-5

2-benzyl-1,2-be...

N-benzyl-2-(methylthio)benzamide Structure

28455-69-8

N-benzyl-2-(met...

~%

2-benzyl-1,2-benzothiazol-3-one Structure

2514-36-5

2-benzyl-1,2-be...

2-methylsulfanylbenzoyl chloride Structure

1442-03-1

2-methylsulfany...

~%

2-benzyl-1,2-benzothiazol-3-one Structure

2514-36-5

2-benzyl-1,2-be...

N-ethyl-2-methylsulfinyl-benzamide Structure

79054-63-0

N-ethyl-2-methy...

~98%

1,2-Benzisothiazol-3(2H)-one,2-ethyl- Structure

4299-06-3

1,2-Benzisothia...

N-ethyl-2-(methylthio)benzamide Structure

52369-57-0

N-ethyl-2-(meth...

~%

1,2-Benzisothiazol-3(2H)-one,2-ethyl- Structure

4299-06-3

1,2-Benzisothia...

2-methylsulfanylbenzoyl chloride Structure

1442-03-1

2-methylsulfany...

~%

1,2-Benzisothiazol-3(2H)-one,2-ethyl- Structure

4299-06-3

1,2-Benzisothia...

N-ethyl-2-(methylthio)benzamide Structure

52369-57-0

N-ethyl-2-(meth...

~80%

N-ethyl-2-methylsulfinyl-benzamide Structure

79054-63-0

N-ethyl-2-methy...

2-methylsulfanylbenzoyl chloride Structure

1442-03-1

2-methylsulfany...

~%

N-ethyl-2-methylsulfinyl-benzamide Structure

79054-63-0

N-ethyl-2-methy...

2-(methylsulfinyl)-N-(p-tolyl)benzamide Structure

79054-69-6

2-(methylsulfin...

~10%

PBIT Structure

2514-30-9

PBIT

2-methylsulfanylbenzoyl chloride Structure

1442-03-1

2-methylsulfany...

~%

PBIT Structure

2514-30-9

PBIT

4-(HYDROXYAMINO)TOLUENE Structure

623-10-9

4-(HYDROXYAMINO...

~%

PBIT Structure

2514-30-9

PBIT

N-[2-(methylthio)benzoyl]-N-(4-methylphenyl)hydroxylamine Structure

82153-16-0

N-[2-(methylthi...

~%

PBIT Structure

2514-30-9

PBIT

N-(p-methylphenyl)-2-(methylthio)benzamide Structure

79054-73-2

N-(p-methylphen...

~%

PBIT Structure

2514-30-9

PBIT


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