e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Reactions of 4-chloro-1-nitrobenzene with (3-chloro-4-methoxyphenyl) acetonitrile and (3, 4-dimethoxyphenyl) acetonitrile; Synthesis of 8-chloro-1-methyl (and …

…, J Holubek, M Buděšínský, M Ryska…

Index: Vejdelek, Zdenek; Holubek, Jiri; Budesinsky, Milos; Ryska, Miroslav; Svatek, Emil; Protiva, Miroslav Collection of Czechoslovak Chemical Communications, 1988 , vol. 53, # 2 p. 361 - 372

Full Text: HTML

Citation Number: 2

Abstract

Abstract Reactions of 4-chloro-1-nitrobenzene with (3-chloro-4-methoxyphenyl) acetonitrile and (3, 4-dimethoxyphenyl) acetonitrile in methanolic potassium hydroxide gave the corresponding 3-aryl-5-chloro-2, 1-benzisoxazoles Ia and Ib in good yields; compounds Va, Vb, VI-VIII and X were isolated as by-products and identified by means of spectra. Compounds Ia and Ib were transformed in five steps to the title compounds XVab and ...

7-chloro-5-(3,4-dimethoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-thione Structure

7-chloro-5-(3,4...

Acethydrazide Structure

~62%

8-chloro-6-(3,4-dimethoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

3,4-Dimethoxyphenylacetonitrile Structure

3,4-Dimethoxyph...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

2-amino-5-chloro-3',4'-dimethoxybenzophenone Structure

2-amino-5-chlor...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

5-chloro-3-(3,4-dimethoxyphenyl)-2,1-benzoxazole Structure

5-chloro-3-(3,4...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

7-chloro-5-(3,4-dimethoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-one Structure

7-chloro-5-(3,4...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

4-Chloronitrobenzene Structure

4-Chloronitrobenzene

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

ethyl(methylthio)acetic hydrazide Structure

ethyl(methylthi...

7-chloro-5-(3,4-dimethoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-thione Structure

7-chloro-5-(3,4...

~67%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

3,4-Dimethoxyphenylacetonitrile Structure

3,4-Dimethoxyph...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

2-amino-5-chloro-3',4'-dimethoxybenzophenone Structure

2-amino-5-chlor...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

5-chloro-3-(3,4-dimethoxyphenyl)-2,1-benzoxazole Structure

5-chloro-3-(3,4...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

7-chloro-5-(3,4-dimethoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-one Structure

7-chloro-5-(3,4...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

5-chloro-3',4'-dimethoxy-2-(phthalimidoacetamido)benzophenone Structure

5-chloro-3',4'-...

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

4-Chloronitrobenzene Structure

4-Chloronitrobenzene

~%

8-chloro-6-(3,4-dimethoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3,4...

7-chloro-5-(3-chloro-4-methoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-thione Structure

7-chloro-5-(3-c...

Acethydrazide Structure

~63%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

2-amino-5,3'-dichloro-4'-methoxybenzophenone Structure

2-amino-5,3'-di...

~%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

5-chloro-3-(3-chloro-4-methoxyphenyl)-2,1-benzisoxazole Structure

5-chloro-3-(3-c...

~%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

ethyl(methylthio)acetic hydrazide Structure

ethyl(methylthi...

7-chloro-5-(3-chloro-4-methoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-thione Structure

7-chloro-5-(3-c...

~89%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

2-amino-5,3'-dichloro-4'-methoxybenzophenone Structure

2-amino-5,3'-di...

~%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

5-chloro-3-(3-chloro-4-methoxyphenyl)-2,1-benzisoxazole Structure

5-chloro-3-(3-c...

~%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

7-chloro-5-(3-chloro-4-methoxyphenyl)-1,3-dihydro-1,4-benzodiazepin-2-one Structure

7-chloro-5-(3-c...

~%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

5,3'-dichloro-4'-methoxy-2-(phthalimidoacetamido)benzophenone Structure

5,3'-dichloro-4...

~%

8-chloro-6-(3-chloro-4-methoxyphenyl)-1-(methylsulfanylmethyl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine Structure

8-chloro-6-(3-c...

3,4-Dimethoxyphenylacetonitrile Structure

3,4-Dimethoxyph...

4-Chloronitrobenzene Structure

4-Chloronitrobenzene

~73%

N/A Structure

5-chloro-3-(3,4-dimethoxyphenyl)-2,1-benzoxazole Structure

5-chloro-3-(3,4...

Detail