Carbamoylmethyl Benzoate

Base Information

• Chemical Name: Carbamoylmethyl Benzoate
• CAS No.: 64649-43-0
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• DSSTox Substance ID: DTXSID30409148
• Nikkaji Number: J1.607.506J
• Wikidata: Q82214858
• ChEMBL ID: CHEMBL344657
• Mol file: 64649-43-0.mol

Synonyms:64649-43-0;Carbamoylmethyl Benzoate;Acetamide, 2-(benzoyloxy)-;(aminocarbonyl)methyl benzoate;Benzoyloxyacetamide;CHEMBL344657;SCHEMBL2347515;DTXSID30409148;Benzoic acid carbamoylmethyl ester;HBEWADIWKZVJSD-UHFFFAOYSA-N;AKOS030563048;Z19825583

Chemical Property of Carbamoylmethyl Benzoate

Chemical Property:

• Melting Point: 121°C
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 311.69°C (rough estimate)
• PSA: 70.38000
• Density: 1.2822 (rough estimate)
• LogP: 1.47840
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC(=O)N

Technology Process of Carbamoylmethyl Benzoate

There total 11 articles about Carbamoylmethyl Benzoate 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: 90.0%

sodium benzoate (532-32-1) + Chloroacetamide (79-07-2) → (aminocarbonyl)methyl benzoate (64649-43-0)

Guidance literature:

With sodium iodide; In water; at 90 ℃; for 6h;

DOI:10.1002/jps.2600770402

Reference yield:

2-benzoyloxyacetyl chloride (54150-57-1) → (aminocarbonyl)methyl benzoate (64649-43-0)

Guidance literature:

With ammonia; In benzene;

DOI:10.1021/jm00386a001

Reference yield:

→ (aminocarbonyl)methyl benzoate (64649-43-0)

Guidance literature:

With water;

DOI:10.1021/ja01180a054

upstream raw materials:

benzoyloxyacetonitrile

sodium benzoate

Chloroacetamide

2-benzoyloxyacetyl chloride

Downstream raw materials:

phenyllactic acid

methyl O^α-benzoylglycolate

benzoic acid methoxymethyl ester

1,2-ethanediol, dibenzoate

Refernces

• 1、 Nielsen,Bundgaard. "Glycolamide esters as biolabile prodrugs of carboxylic acid agents: synthesis, stability, bioconversion, and physicochemical properties.". . p. 285 - 298. Retrieved 2007/10/02.
• 2、 Thomas, H. Guenter,Kessel, Stephan. "Anodic Oxidation of O-Benzoylated α-Hydroxyacetic Acids - A Contribution to the Reactivity of Anodic Oxidated Carboxylate Ions - "Umpolung"". . p. 2777 - 2788. Retrieved 2007/10/02.