[(Anilinocarbonyl)amino]acetic acid

Base Information

• Chemical Name: [(Anilinocarbonyl)amino]acetic acid
• CAS No.: 3016-39-5
• Molecular Formula: C9H10 N2 O3
• Molecular Weight: 194.19
• Hs Code.: 2924299090
• NSC Number: 25862
• DSSTox Substance ID: DTXSID60282446
• Nikkaji Number: J80.617J
• Wikidata: Q82016723
• ChEMBL ID: CHEMBL456604
• Mol file: 3016-39-5.mol

Synonyms:[(anilinocarbonyl)amino]acetic acid;3016-39-5;n-(phenylcarbamoyl)glycine;2-(phenylcarbamoylamino)acetic acid;2-(3-phenylureido)acetic acid;2-[(phenylcarbamoyl)amino]acetic acid;(ANILINOCARBONYL)AMINO]ACETIC ACID;NSC25862;Phenylhydantoic acid;phenylcarbamoylglycine;5-phenylhydantoic acid;Oprea1_468688;2-(3-phenylureido)aceticacid;SCHEMBL333005;CHEMBL456604;DTXSID60282446;FLQZMUXFJLKXGY-UHFFFAOYSA-N;HMS1769G13;CCG-43544;MFCD00099343;NSC-25862;AKOS000264529;CS-0242852;2-[(ANILINOCARBONYL)AMINO]ACETIC ACID;EN300-25612;SR-01000633454-1;Z56760696

Chemical Property of [(Anilinocarbonyl)amino]acetic acid

Chemical Property:

• Vapor Pressure: 3.63E-06mmHg at 25°C
• Boiling Point: 371.2°Cat760mmHg
• Flash Point: 178.3°C
• PSA: 78.43000
• Density: 1.363g/cm³
• LogP: 1.35660
• XLogP3: 0
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

98%min ^*data from raw suppliers

2-[(phenylcarbamoyl)amino]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)NCC(=O)O

Technology Process of [(Anilinocarbonyl)amino]acetic acid

There total 23 articles about [(Anilinocarbonyl)amino]acetic acid 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%

5-phenyl-hydantoic acid methyl ester (104892-36-6) → 2-(3-phenylureido)acetic acid (3016-39-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmcl.2007.01.053

Reference yield: 92.0%

2-aminoethanoic acid hydrochloride (6000-43-7) + phenyl isocyanate (103-71-9) → 2-(3-phenylureido)acetic acid (3016-39-5)

Guidance literature:

2-aminoethanoic acid hydrochloride; With lithium hydroxide; In methanol; at 0 ℃; for 0.0833333h;

phenyl isocyanate; In methanol; at 20 ℃; for 12h;

DOI:10.1002/chem.201502297

Reference yield: 81.0%

Benzohydroxamic acid (495-18-1) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-(3-phenylureido)acetic acid (3016-39-5)

Guidance literature:

Benzohydroxamic acid; With ethyl 2-cyano-2-(4-nitrophenylsulfonyloxyimino)acetate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 1.5h;

glycine; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/jo4026429

upstream raw materials:

3-phenylimidazolidine-2,4-dione

5-anilinomethylene-2-thioxo-imidazolidin-4-one

benzyl chloride

N-phenylcarbamoyl-glycyl=>glycyl=>glycine

Downstream raw materials:

5-phenyl-hydantoic acid methyl ester

3-phenylimidazolidine-2,4-dione

N-[(phenylamino)carbonyl]glycine ethyl ester

1-nitroso-3-phenyl-imidazolidine-2,4-dione

Refernces

• 1、 Haldar, Surajit,Roy, Subhra Kanti,Maity, Bholanath,Koley, Debasis,Jana, Chandan K.. "Regio- and Diastereoselective and Enantiospecific Metal-Free C(sp3)-H Arylation: Facile Access to Optically Active 5-Aryl 2,5-Disubstituted Pyrrolidines". . p. 15290 - 15298. Retrieved 2015.
• 2、 Bogolubsky, Andrey V.,Ryabukhin, Sergey V.,Pakhomov, Gennadiy G.,Ostapchuk, Eugeniy N.,Shivanyuk, Alexander N.,Tolmachev, Andrey A.. "A facile synthesis of N-carbamoylamino acids". experimental part. p. 2279 - 2282. Retrieved 2009/05/30.