Methyl 4-amino-5-chlorothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4-amino-5-chlorothiophene-2-carboxylate
• CAS No.: 89499-44-5
• Molecular Formula: C₆H₆ClNO₂S
• Molecular Weight: 191.638
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID60354354
• Wikidata: Q82132437
• Mol file: 89499-44-5.mol

Synonyms:methyl 4-amino-5-chlorothiophene-2-carboxylate;89499-44-5;4-Amino-5-chlorothiophene-2-carboxylic acid methyl ester;MFCD00508459;BRILLIANTGREEN;ChemDiv3_000798;SCHEMBL5467194;DTXSID60354354;RUAIJHHRCIHFEV-UHFFFAOYSA-N;HMS1475E06;AKOS001600711;DS-0221;FS-3170;IDI1_019764;SY064518;CS-0042864;EU-0002273;FT-0647452;methyl4-amino-5-chlorothiophene-2-carboxylate;A861157;SR-01000406254;J-522300;SR-01000406254-1;BRD-K66153920-001-01-8

Chemical Property of Methyl 4-amino-5-chlorothiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 4E-05mmHg at 25°C
• Melting Point: 87-88 °C
• Refractive Index: 1.611
• Boiling Point: 351.8°C at 760 mmHg
• PKA: 1.17±0.10(Predicted)
• Flash Point: 166.6°C
• PSA: 80.56000
• Density: 1.462g/cm³
• LogP: 2.35150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 190.9807773
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-5-chlorothiophene-2-carboxylic acid methyl ester 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(S1)Cl)N

Technology Process of Methyl 4-amino-5-chlorothiophene-2-carboxylate

There total 6 articles about Methyl 4-amino-5-chlorothiophene-2-carboxylate 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: 36.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-amino-5-chlorothiophene-2-carboxylic acid (89499-41-2) → 4-Amino-5-chloro-thiophene-2-carboxylic acid methyl ester (89499-44-5)

Guidance literature:

In diethyl ether; for 3h; Ambient temperature;

DOI:10.1007/BF00842830

Reference yield:

5-chloro-4-nitrothiophene-2-carboxylic acid (89166-85-8) → 4-Amino-5-chloro-thiophene-2-carboxylic acid methyl ester (89499-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / Fe / acetic acid / 75 - 80 °C

2: 75 percent / conc. HCl / Heating

3: diethyl ether / Ambient temperature

With hydrogenchloride; iron; In diethyl ether; acetic acid;

DOI:10.1007/BF00842830

Reference yield:

5-chloro-4-nitrothiophene-2-carboxylic acid methyl ester (57800-76-7) → 4-Amino-5-chloro-thiophene-2-carboxylic acid methyl ester (89499-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / Fe / acetic acid / 75 - 80 °C

2: conc. HCl / Heating

3: diethyl ether / Ambient temperature

With hydrogenchloride; iron; In diethyl ether; acetic acid;

DOI:10.1007/BF00842830

upstream raw materials:

diazomethane

4-Amino-5-chloro-thiophene-2-carboxylic acid; hydrochloride

4-amino-5-chlorothiophene-2-carboxylic acid

5-chloro-4-nitrothiophene-2-carboxylic acid

Refernces