Methyl 2-(carbamoylamino)benzoate

Base Information

• Chemical Name: Methyl 2-(carbamoylamino)benzoate
• CAS No.: 2242-77-5
• Molecular Formula: C9H10 N2 O3
• Molecular Weight: 194.19
• NSC Number: 87984
• DSSTox Substance ID: DTXSID40293232
• Nikkaji Number: J668.687G
• Wikidata: Q82031892
• Mol file: 2242-77-5.mol

Synonyms:2242-77-5;Benzoic acid,2-[(aminocarbonyl)amino]-, methyl ester;methyl 2-(carbamoylamino)benzoate;NSC87984;methyl 2-ureidobenzoate;SCHEMBL10165944;DTXSID40293232;NSC-87984

Chemical Property of Methyl 2-(carbamoylamino)benzoate

Chemical Property:

• Vapor Pressure: 0.000288mmHg at 25°C
• Boiling Point: 322°Cat760mmHg
• Flash Point: 148.5°C
• Density: 1.315g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1NC(=O)N

Technology Process of Methyl 2-(carbamoylamino)benzoate

There total 2 articles about Methyl 2-(carbamoylamino)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: 97.0%

potassium cyanate (590-28-3) + 2-carbomethoxyaniline (134-20-3) → N-carbamoylanthranilic acid methyl ester (2242-77-5)

Guidance literature:

In water; acetic acid; for 0.25h;

DOI:10.1016/j.bmcl.2015.07.030

Reference yield:

methanol (67-56-1) + carbon monoxide (201230-82-2) + phenyl carbamate (64-10-8) → N-carbamoylanthranilic acid methyl ester (2242-77-5)

Guidance literature:

With trifluoroacetic acid; lithium chloride; palladium dichloride; thallium(III) trifluoroacetate; Yield given. Multistep reaction; 1.) 25 deg C, 15 h, 2.) room temperature, overnight;

DOI:10.1021/ja00371a019

Reference yield: 99.0%

N-carbamoylanthranilic acid methyl ester (2242-77-5) → 1,2,3,4-tetrahydro-quinazoline-2,4-dione (86-96-4)

Guidance literature:

With sodium hydroxide; In methanol; for 3h; pH=10; Reflux;

DOI:10.1016/j.bmcl.2015.07.030

upstream raw materials:

potassium cyanate

2-carbomethoxyaniline

methanol

carbon monoxide

Downstream raw materials:

1,2,3,4-tetrahydro-quinazoline-2,4-dione

N-cyano-anthranilic acid methyl ester

2-amino-4H-3,1-benzoxazin-4-one

2,4-dichloroquinazoline