benzyl-(N-hydroxy)formamide

Base Information

• Chemical Name: benzyl-(N-hydroxy)formamide
• CAS No.: 31335-70-3
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• DSSTox Substance ID: DTXSID60460787
• Nikkaji Number: J1.733.461A
• Wikidata: Q82284936
• Mol file: 31335-70-3.mol

Synonyms:benzyl-(N-hydroxy)formamide;31335-70-3;SCHEMBL2500291;DTXSID60460787;DTDVWUSGUXOBQB-UHFFFAOYSA-N

Chemical Property of benzyl-(N-hydroxy)formamide

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(C=O)O

Technology Process of benzyl-(N-hydroxy)formamide

There total 7 articles about benzyl-(N-hydroxy)formamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

formic acid (64-18-6) + N-benzyl hydroxylalmine (622-30-0) → N-benzyl-N-hydroxy-formamide (31335-70-3)

Guidance literature:

With γ-Fe2O3@HAp-SO3H; In water; at 20 ℃; for 0.583333h; chemoselective reaction;

DOI:10.1016/j.apcata.2010.01.020

Reference yield: 96.0%

2,2,2-trifluoroethyl formate (32042-38-9) + N-benzylhydroxylamine hydrochloride (29601-98-7) → N-benzyl-N-hydroxy-formamide (31335-70-3)

Guidance literature:

N-benzylhydroxylamine hydrochloride; With potassium carbonate; In tert-butyl methyl ether; water;

2,2,2-trifluoroethyl formate; In tert-butyl methyl ether; for 6h; Heating / reflux;

Reference yield: 95.5%

2,2,2-trifluoroethyl formate (32042-38-9) + N-benzyl hydroxylalmine (622-30-0) → N-benzyl-N-hydroxy-formamide (31335-70-3)

Guidance literature:

With potassium hydrogencarbonate; In various solvent(s); at 55 ℃; for 5h;

DOI:10.1021/ol016976d

upstream raw materials:

N-benzyl hydroxylalmine

formic acid ethyl ester

N-Benzoyloxy-N-benzyl-formamide

2,2,2-trifluoroethyl formate

Downstream raw materials:

benzaldehyde

formamide

benzylamine

benzyl isothiocyanate

Refernces

• 1、 Kim, Joong-Gon,Jang, Doo Ok. "Solvent-free zinc-catalyzed amine N-formylation". experimental part. p. 2989 - 2991. Retrieved 2012/04/17.
• 2、 Hill, David R,Hsiao, Chi-Nung,Kurukulasuriya, Ravi,Wittenberger, Steven J. "2,2,2-trifluoroethyl formate: a versatile and selective reagent for the formylation of alcohols, amines, and N-hydroxylamines.". . p. 111 - 113. Retrieved 2007/10/03.