Sulfonic acid hydrazides

Sulfonic acid hydrazides, RSO2NHNH2, are prepared by the reaction of hydraziae and sulfonyl haUdes, generally the chloride RSO2CI. Some of these have commercial appHcations as blowiag agents. As is typical of hydrazides generally, these compounds react with nitrous acid to form azides (26), which decompose thermally to the very reactive, electron-deficient nitrenes (27). The chemistry of sulfonic acid hydrazides and their azides has been reviewed (87). 

All the sulfonic acid hydrazides are made from hydrazine or semicarbazide and the appropriate sulfonyl chloride in the presence of an HCl acceptor such as ammonia. 

Sulfonic acid anchoring groups, 8 683t Sulfonic acid catalysts, 10 477 Sulfonic acid hydrazides, 13 575, 593 Sulfonic acid-modified supported catalyst supports, 5 330-331 Sulfonic acids, 20 468... 

Sulfonic acid hydrazides from sulfonic acid chlorides... 

Similar to the examples discussed in CHEC-II(1996) <1996CHEC-II(6)637>, condensation reactions remain the primary methods for the synthesis of benzothiazines. 1,2,3-Benzothiazine-l,1-dioxides were synthesized successfully via intramolecular condensation of a thiophene sulfonic acid hydrazide with a carbonyl group in moderate to high yields (Schemes 2 and 3) <1995USP5464831>. The products 19 and 22 were characterized using mass spectrometry and proton NMR spectroscopy. These compounds are important in the treatment of glaucoma (see Section 9.04.12). 

Sulfonic acid hydrazides Sulfonylhydrazines 25 N-Sulfonylazo compds. Sulfonylhydrazones Sulfonylhydrazonium salts... 

Sulfonic acid amides from sulfonic acid hydrazides... 

Isonicotinic acid hydrazide (INH) Hydrazine derivatives Fatty acid hydrazides, fatty acid aryl hydrazine sulfonic acids Polyhydrazino and amino hydrazine derivatives Phenyl hydrazine, rotenone derivatives, semicarbozones, thiosemicarbozones, sulfonic acid hydrazides 3-Amino-phthalyl hydrazide Phenyl hydrazine and unsymmetrical diphenyl hydrazine (UDPH)... 

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