3532-25-0

Basic information

• Product Name: N-Benzyloxybenzamide
• Synonyms: Benzohydroxamic acid benzyl ester;N-(Benzyloxy)benzamide;N-Benzoyl-O-benzylhydroxylamine;N-Benzyloxybenzamide
• CAS NO: 3532-25-0
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.2585
• Mol File: 3532-25-0.mol
• Article Data: 35

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.154g/cm³
• Refractive Index: 1.586
• CAS DataBase Reference: N-Benzyloxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyloxybenzamide(3532-25-0)
• EPA Substance Registry System: N-Benzyloxybenzamide(3532-25-0)

Safety Data

• Hazardous Substances Data: 3532-25-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H13NO2/c16-14(13-9-5-2-6-10-13)15-17-11-12-7-3-1-4-8-12/h1-10H,11H2,(H,15,16)

Upstream product

• 622-33-3 N-benzyloxyamine 
• 98-88-4 benzoyl chloride 
• 100-39-0 benzyl bromide 
• 32685-16-8 potassium benzohydroxamate 
• 22513-32-2 acid sodium salt of benzohydroxamic acid 
• 100-44-7 benzyl chloride 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 873-67-6 benzonitrile oxide 
• 495-18-1 Benzohydroxamic acid 
• 183991-46-0 N-formyl-N-benzyloxyamine 
• 65-85-0 benzoic acid 
• 4231-62-3 1-benzoyl-1H-benzotriazole 
• 155164-66-2 2-benzoyl-4,5-dichloropyridazin-3(2H)-one 
• 93-89-0 benzoic acid ethyl ester 

Downstream Products

• 102952-06-7 N-benzyloxy-N-[5-(4-nitro-phenoxy)-pentyl]-benzamide 
• 22513-39-9 N-Benzoyl-N-(2-propinyl)-O-benzyl-hydroxylamin 
• 126404-14-6 C₁₇H₁₇NO₄ 
• 104517-11-5 C₂₁H₁₇N₃O₅ 
• 64583-60-4 C₂₁H₁₇NO₃ 
• 126404-13-5 C₂₂H₁₉NO₄ 
• 126404-16-8 C₁₅H₁₅NO₄S 

Relevant articles and documents

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

N-Alkenylation of hydroxamic acid derivatives with ethynyl benziodoxolone to synthesizecis-enamides through vinyl benziodoxolones

The stereoselective synthesis ofcis-β-N-alkoxyamidevinyl benziodoxolones (cis-β-N-RO-amide-VBXs) fromO-alkyl hydroxamic acids in the presence of an ethynyl benziodoxolone-acetonitrile complex (EBX-MeCN) is reported herein. The reaction was performed under mild conditions including an aqueous solvent, a mild base, and room temperature. The reaction tolerated variousO-alkyl hydroxamic acids derived from carboxylic acids, such as amino acids, pharmaceuticals, and natural products. Vinyl dideuteratedcis-β-N-MeO-amide-VBXs were also synthesized using deuterium oxide as the deuterium source. Valine-derivedcis-β-N-MeO-amide-VBX was stereospecifically derivatized to hydroxamic acid-derivedcis-enamides without the loss of stereoselectivity or reduction in the deuterium/hydrogen ratio.

Palladium-Nanoparticles-Catalyzed Oxidative Annulation of Benzamides with Alkynes for the Synthesis of Isoquinolones

A novel method to synthesize isoquinolones via oxidative annulation of N-alkoxy benzamides and alkynes using binaphthyl-stabilized palladium nanoparticles (Pd-BNP) as catalyst has been developed. This methodology affords various isoquinolone derivatives in good to excellent yields with high regioselectivities in the presence of air as oxidant. N-Methoxybenzothioamide was also found to undergo oxidative annulation with alkyne successfully and provided a sulfur analogue of isoquinolones in moderate yields. The Pd-BNP catalyst was easily recovered and reused up to four times without any apparent agglomeration. (Figure presented.).