1143-74-4

Usage

Purification Methods

Recrystallise the hydroxylamine from aqueous EtOH. [Beilstein 15 III 8, 15 IV 7.]

InChI:InChI=1/C14H13NO2/c1-11-7-5-6-10-13(11)15(17)14(16)12-8-3-2-4-9-12/h2-10,17H,1H3

Upstream product

• 98-88-4 benzoyl chloride 
• 611-22-3 N-(o-tolyl)hydroxylamine 
• 611-23-4 2-nitrosotoluene 
• 100-52-7 benzaldehyde 
• 88-72-2 1-methyl-2-nitrobenzene 
• 90985-20-9 N,O-dibenzoyl-N-o-tolyl-hydroxylamine 

Downstream Products

• 131740-39-1 {C₆H₅CON(CH₃C₆H₄)O}{O(O)CCH₂C(O)O}B 
• 131740-30-2 {C₆H₅CON(CH₃C₆H₄)O}{OC₆H₄C(O)O}B 
• 131740-35-7 {C₆H₅CON(CH₃C₆H₄)O}{O(O)CC(O)O}B 
• 74560-93-3 cis-dichloro bis(N-2-methylphenylbenzohydroxamato)tin(IV) 
• 84020-91-7 (C₆H₅)3SnON(CH₃C₆H₄)CO(C₆H₅) 
• 81923-16-2 diphenylbis(N-2-methylphenylbenzohydroxamato)tin(IV) 
• 87037-74-9 dibutylbis(N-2-methylphenylbenzohydroxamato)tin(IV) 
• 78379-23-4 BF₂(C₆H₅CON(O)C₆H₄CH₃) 
• 105517-61-1 OHB(C₆H₅)(OCNO(C₆H₅)(CH₃C₆H₄)) 
• 65-85-0 benzoic acid 
• 611-22-3 N-(o-tolyl)hydroxylamine 
• 10286-86-9 N-(2-chloro-6-methylphenyl)benzamide 

Relevant academic research and scientific papers

N-HETEROCYCLIC CARBENE (NHC) CATALYZED SYNTHESIS OF HYDROXAMIC ACIDS

A process for preparing hydroxamic acids is provided. The process comprises reacting an aldehyde with a nitroso compound in the presence of a N-heterocyclic carbene (NHC) catalyst.

N-heterocyclic carbene (NHC)-catalyzed direct amidation of aldehydes with nitroso compounds

(Chemical Equation Presented) NHC-catalyzed direct amidation of aldehydes with nitroso compounds is a powerful method for the synthesis of N-arylhydroxamic acids. A variety of aryl, alkyl, alkenyl, and heterocyclic aldehydes were found to give excellent yields of the corresponding N-arylhydroxamic acids. This chemistry was also extended to the synthesis of chiral N-arylhydroxamic acids by kinetic resolution of α-branched aldehydes, a domino amidation-redox amination reaction of acrolein, and a three-component reaction for the synthesis of N-arylaziridines.

Novel Reactions: Part I - Facile Synthesis of Substituted ortho-Chloranilines from Nitrobenzene Derivatives

N-Substituted benzo and acetohydroxamic acids (5), prepared from N-arylhydroxylamines and benzoyl or acetyl chloride, react readily with thionyl chloride at low temperature to give ortho-chloroanilide derivatives (6) in good yield.The latter (6) on hydrolysis give ortho-chloroanilines (10).Since the N-arylhydroxylamines are obtained from nitroarenes by partial reduction, the overall reaction amounts to the preparation of 10 from nitroarenes.