Disturbance of p, ? conjugation in aromatic amines during interaction with carboxylic acids

1974 ◽  
Vol 8 (5) ◽  
pp. 579-582
Author(s):  
I. P. Gol'dshtein ◽  
A. I. Serebryanskaya ◽  
T. I. Perepelkova ◽  
E. N. Gur'yanova ◽  
A. I. Shatenshtein
Keyword(s):  
Carboxylic Acids ◽  
Aromatic Amines

ChemInform Abstract: REACTIONS OF SODIUM BOROHYDRIDE IN ACIDIC MEDIA PART 1, REDUCTION OF INDOLES AND ALKYLATION OF AROMATIC AMINES WITH CARBOXYLIC ACIDS

1975 ◽  
Vol 6 (10) ◽  
Author(s):  
GORDON W. GRIBBLE ◽  
PIERRE D. LORD ◽  
JERAULD SKOTNICKI ◽  
STEPHEN E. DIETZ ◽  
JEFFERSON T. EATON ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Sodium Borohydride ◽  
Aromatic Amines ◽  
Acidic Media

Novel Rearrangement of 5-Arylazo-2-thiohydantoin Derivatives with Alkali and Aromatic Amines

1978 ◽  
Vol 33 (8) ◽  
pp. 937-941 ◽  
Author(s):  
A. F. A. Shalaby ◽  
H. A. Daboun ◽  
M. A. Abdel Aziz
Keyword(s):  
High Temperature ◽  
Sodium Hydroxide ◽  
Hydrazine Hydrate ◽  
Carboxylic Acids ◽  
Cinnamic Acid ◽  
Aromatic Amines ◽  
Acid Hydrazide ◽  
Aqueous Sodium Hydroxide ◽  
Aqueous Sodium ◽  
Hydrolysis Of

Abstract 5-Arylazo-2-thiohydantoin derivatives (2a,c) were cleaved and rearranged by aqueous sodium hydroxide to give the corresponding 1-aryl-⊿2-1,2,4-trazole-5-imino-3-carboxylic acids (3a-c). 3 a was decarboxylated to 1-phenyl-⊿2 -1,2,4-triazoline-5-imine (5). Hydrolysis of 5-arylazo-1-phenyl-2-thiohydantoins (6a-c) behaved in different manner affording 1-aryl-4-phenyl-⊿2 -1,2,4-triazoline-5-thione-3-carboxylic acids (7a-c). Fusing (2a-c) with aromatic amines at high temperature gave the corresponding anilides (8a-h). Treatment of 5-arylidene-2-thiohydantoin derivatives (9a-c) with hydrazine hydrate gave colourless products of thioureido cinnamic acid hydrazide derivatives (10a-c), while refluxing 5-arylidene-2-methylmercaptohydantoin (11a-d) with hydrazine hydrate and/or benzo-phenone hydrazone gave the corresponding glycocyamidine derivatives (12a-g).

Reactions of sodium borohydride in acidic media. I. Reduction of indoles and alkylation of aromatic amines with carboxylic acids

1974 ◽  
Vol 96 (25) ◽  
pp. 7812-7814 ◽  
Author(s):  
Gordon W. Gribble ◽  
Pierre D. Lord ◽  
Jerauld Skotnicki ◽  
Stephen E. Dietz ◽  
Jefferson T. Eaton ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Sodium Borohydride ◽  
Aromatic Amines ◽  
Acidic Media
Sign in / Sign up

Export Citation Format

Share Document