Benzoic acid dimethylcarbamoylmethyl ester

Base Information

• Chemical Name: Benzoic acid dimethylcarbamoylmethyl ester
• CAS No.: 106231-54-3
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• ChEMBL ID: CHEMBL138583
• DSSTox Substance ID: DTXSID30554743
• Nikkaji Number: J1.553.256D
• Wikidata: Q82435897
• Mol file: 106231-54-3.mol

Synonyms:106231-54-3;Benzoic acid dimethylcarbamoylmethyl ester;CHEMBL138583;SCHEMBL9651513;DTXSID30554743;WKIMLEWQZUKSJM-UHFFFAOYSA-N;2-(Dimethylamino)-2-oxoethyl benzoate;2(BENZOYLOXY)-N,N-DIMETHYLACETAMIDE

Chemical Property of Benzoic acid dimethylcarbamoylmethyl ester

Chemical Property:

• Melting Point: 81.5°C
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 346.25°C (rough estimate)
• PSA: 46.61000
• Density: 1.1878 (rough estimate)
• LogP: 0.93160
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzoic acid dimethylcarbamoylmethyl ester

There total 4 articles about Benzoic acid dimethylcarbamoylmethyl ester 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: 85.0%

benzoic acid (65-85-0,8013-63-6) + 2-chloro-N,N-dimethylacetamide (2675-89-0) → 2-(dimethylamino)-2-oxoethyl benzoate (106231-54-3)

Guidance literature:

With triethylamine; sodium iodide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1002/jps.2600770402

Reference yield:

benzoyloxyacetic acid (614-44-8) → 2-(dimethylamino)-2-oxoethyl benzoate (106231-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: benzene

With thionyl chloride; In benzene;

DOI:10.1021/jm00386a001

Reference yield:

2-benzoyloxyacetyl chloride (54150-57-1) + dimethyl amine (124-40-3) → 2-(dimethylamino)-2-oxoethyl benzoate (106231-54-3)

Guidance literature:

In benzene;

DOI:10.1021/jm00386a001

upstream raw materials:

2-benzoyloxyacetyl chloride

dimethyl amine

benzoic acid

2-chloro-N,N-dimethylacetamide

Downstream raw materials:

benzoyloxyacetic acid

dimethyl amine

benzoic acid

2-hydroxy-N,N-dimethylacetamide

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.