14357-51-8

Upstream product

• 16135-31-2 p-nitroformanilide 
• 67-63-0 isopropyl alcohol 
• 2621-73-0 ethyl 4-nitrophenylcarbamate 
• 51028-38-7 (4-nitro-phenyl)-carbamoyl chloride 
• 122-42-9 carbamic acid, phenyl-, 1-methylethyl ester 
• 303158-02-3 (4-nitroso-phenyl)-carbamic acid isopropyl ester 
• 100-28-7 4-Nitrophenyl isocyanate 

Downstream Products

• 629648-18-6 (4-acetylamino-phenyl)-carbamic acid isopropyl ester 
• 35198-91-5 2-acetamido-5-isopropoxycarbonylamino-1-nitrobenzene 
• 7038-94-0 (4-nitro-phenyl)-oxazolidinetrione 
• 30694-25-8 N-(4-aminophenyl)carbamic acid isopropyl ester 

Relevant academic research and scientific papers

Clay-Catalyzed Nitration of a Carbamate Fungicide Diethofencarb

The unique nitration of the carbamate fungicide diethofencarb (Powmyl, isopropyl 3,4-diethoxycarbanilate) was examined in 14 Japanese soils and three types of clays under the aerobic conditions using the 14C-Iabeled compound. Nitration at the 6

Synthesis of alkyl N-(C-nitrosoaryl)carbamates and some reactions thereof

Reactions of alkyl N-phenylcarbamates, m-di(methoxycarboxyamido)benzene, and methyl N-(o-tolyl)carbamate with nitrosylsulfuric acid in glacial acetic acid afford N-(C-nitrosoaryl)carbamates; under these conditions tert-bulyl N-phenylcarbamate suffers decarboxylation, methyl N-(p-tolyl)-, methyl N-(p-methoxyphenyl)carbamates, o-and p-di(methoxycarboxyamido)benzenes are nitrated, and isomeric methyl N-nitrophenylcarbamates and methyl N-(p-bromophenyl)carbamate do not react. The reduction of N-(C-nitrosoaryl)carbamates with dithionite afforded the corresponding aminocarbamates; the oxidation with nitric acid yielded carbamate nitro derivatives; the condensation with aniline and benzylpyridinium chloride resulted in carbamate derivatives of azobenzene and phenylnitron.

The Phthalimidomethyl Rearrangement

The discovery of a new acid-catalysed monodentate N -> C aromatic rearrangement, namely the phthalimidomethyl rearrangement, is reported.In this rearrangement, discovered during the reaction of N-hydroxymethylphthalimide with certain alkyl N-(4-nitrophenyl)carbamates in concentrated sulfuric acid solution, the phthalimidomethyl group migrates from its initial location on the nitrogen atom of the carbamate function to a carbon atom of the nitrophenyl group.Evidence, provided by an appropriate 'crossover' experiment, indicates that the rearrangement is intermolecular.Hindered rotation about the N(carbamoyl)-aryl bond of the N-phthalimidomethyl derivatives of both ethyl and methyl N-(2,4-dinitrophenyl)carbamate is reported.