(2-Methoxy-benzoylamino)-acetic acid

Base Information

• Chemical Name: (2-Methoxy-benzoylamino)-acetic acid
• CAS No.: 13443-58-8
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60355088
• Nikkaji Number: J628.626G
• Wikidata: Q82133723
• Mol file: 13443-58-8.mol

Synonyms:13443-58-8;(2-Methoxy-benzoylamino)-acetic acid;2-[(2-methoxybenzoyl)amino]acetic acid;Glycine,N-(2-methoxybenzoyl)-;2-[(2-methoxyphenyl)formamido]acetic acid;n-(2-methoxybenzoyl)glycine;2-(2-Methoxybenzamido)acetic acid;o-methoxyhippuric acid;CBMicro_006492;Cambridge id 5317037;Oprea1_640207;Oprea1_726377;SCHEMBL2796837;2-(2-Methoxybenzamido)aceticacid;DTXSID60355088;CHEBI:189758;(2-methoxybenzoylamino)acetic acid;HMS1674C08;SMSF0005523;STL140536;N-[(2-methoxyphenyl)carbonyl]glycine;AKOS000264525;CB08778;BIM-0006507.P001;(2-METHOXY-BENZOYLAMINO)-ACETICACID;EN300-05906;AB00080409-01;Z56919208;2-{[hydroxy(2-methoxyphenyl)methylidene]amino}acetic acid

Chemical Property of (2-Methoxy-benzoylamino)-acetic acid

Chemical Property:

• Vapor Pressure: 6.32E-09mmHg at 25°C
• Melting Point: 113-114 °C(Solv: benzene (71-43-2))
• Boiling Point: 451.1 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 226.6 °C
• PSA: 79.12000
• Density: 1.268 g/cm³
• LogP: 1.08440
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

2-[(2-methoxyphenyl)formamido]aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)NCC(=O)O

Technology Process of (2-Methoxy-benzoylamino)-acetic acid

There total 5 articles about (2-Methoxy-benzoylamino)-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: 62.0%

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) + methanol (67-56-1) → N-(2-methoxybenzoyl)glycine (13443-58-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; palladium diacetate; In toluene; at 20 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.6b02257

Reference yield:

2-Methoxybenzoyl chloride (21615-34-9) + glycine (56-40-6,18875-39-3,25718-94-9) → N-(2-methoxybenzoyl)glycine (13443-58-8)

Guidance literature:

With sodium hydroxide; at 0 ℃;

Reference yield:

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + 2-Methoxybenzoyl chloride (21615-34-9) → N-(2-methoxybenzoyl)glycine (13443-58-8)

Guidance literature:

glycine ethyl ester hydrochloride; 2-Methoxybenzoyl chloride; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

In tetrahydrofuran; water; at 0 - 10 ℃; for 3h;

DOI:10.1002/anie.201916534

upstream raw materials:

2-Methoxybenzoyl chloride

glycine

benzoyl chloride

Hippuric Acid

Downstream raw materials:

C₁₈H₁₅NO₄

Refernces

• 1、 Chen, Jianzhong,Gridnev, Ilya D.,Hu, Yawen,Li, Bowen,Zhang, Wanbin,Zhang, Zhenfeng. "Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates". supporting information. p. 5371 - 5375. Retrieved 2020/02/15.
• 2、 Jin, Can,Chen, Jun,Su, Weike. "A convenient method for synthesis of 5-chloro-2-aryloxazole-4-carbaldehyde with vilsmeier reagent". experimental part. p. 153 - 161. Retrieved 2011/04/21.