Ethyl 5-chloro-2-methylamino-benzoate

Base Information

• Chemical Name: Ethyl 5-chloro-2-methylamino-benzoate
• CAS No.: 172896-37-6
• Molecular Formula: C10H12ClNO2
• Molecular Weight: 213.66100
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID00453037
• Nikkaji Number: J1.792.084G
• Wikidata: Q82274014
• Mol file: 172896-37-6.mol

Synonyms:172896-37-6;Ethyl 5-chloro-2-methylamino-benzoate;Ethyl 5-chloro-2-(methylamino)benzoate;5-Chloro-2-methylamino-benzoic acid ethyl ester;SCHEMBL8086920;DTXSID00453037;Ethyl5-chloro-2-(methylamino)benzoate;SB76887;5-chloro-2-methylaminobenzoic acid ethyl ester;2-(Methylamino)-5-chlorobenzoic acid ethyl ester

Chemical Property of Ethyl 5-chloro-2-methylamino-benzoate

Chemical Property:

• PSA: 38.33000
• LogP: 2.63140
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 213.0556563
• Heavy Atom Count: 14
• Complexity: 199

Purity/Quality:

95% ^*data from raw suppliers

Ethyl5-chloro-2-methylamino-benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 5-chloro-2-methylamino-benzoate

There total 4 articles about Ethyl 5-chloro-2-methylamino-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: 65.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + N-methyl(p-chloroaniline) (932-96-7) → ethyl 5-chloro-2-(methylamino)benzoate (172896-37-6)

Guidance literature:

With potassium acetate; copper diacetate; palladium diacetate; potassium iodide; In N,N-dimethyl-formamide; at 100 ℃; for 5h; under 760.051 Torr;

DOI:10.1021/jo502581p

Reference yield:

4-chloro-aniline (106-47-8) → ethyl 5-chloro-2-(methylamino)benzoate (172896-37-6)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 6 h / 100 °C

2: sodium hydride / tetrahydrofuran / 0.02 h / 5 °C

3: hydrogenchloride / water / 120 °C

4: palladium diacetate; copper diacetate; potassium iodide; potassium acetate / N,N-dimethyl-formamide / 5 h / 100 °C / 760.05 Torr

With hydrogenchloride; potassium acetate; copper diacetate; palladium diacetate; sodium hydride; potassium iodide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo502581p

Reference yield:

N-(t-butoxycarbonyl)-4-chloroaniline (18437-66-6) → ethyl 5-chloro-2-(methylamino)benzoate (172896-37-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran / 0.02 h / 5 °C

2: hydrogenchloride / water / 120 °C

3: palladium diacetate; copper diacetate; potassium iodide; potassium acetate / N,N-dimethyl-formamide / 5 h / 100 °C / 760.05 Torr

With hydrogenchloride; potassium acetate; copper diacetate; palladium diacetate; sodium hydride; potassium iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo502581p

upstream raw materials:

ethanol

carbon monoxide

N-methyl(p-chloroaniline)

4-chloro-aniline

Refernces