Methyl 4-aminothiophene-3-carboxylate

Base Information

• Chemical Name: Methyl 4-aminothiophene-3-carboxylate
• CAS No.: 69363-85-5
• Molecular Formula: C6H7NO2S
• Molecular Weight: 157.193
• Hs Code.: 29309090
• European Community (EC) Number: 805-953-3
• DSSTox Substance ID: DTXSID70380588
• Nikkaji Number: J1.474.837G
• Wikidata: Q72487483
• Mol file: 69363-85-5.mol

Synonyms:methyl 4-aminothiophene-3-carboxylate;69363-85-5;methyl4-aminothiophene-3-carboxylate;3-Thiophenecarboxylic acid, 4-amino-, methyl ester;methyl 4-amino-3-thiophenecarboxylate;methyl 4-amino-3-thenoate;MFCD00130102;methyl-4-AMINOTHIOPHENE-3-CARBOXYLATE;4-amino-3-thiophenecarboxylic acid methyl ester;Maybridge1_003880;Maybridge1_003924;SCHEMBL166467;HMS552K08;DTXSID70380588;BUFZZXCVOFBHLS-UHFFFAOYSA-N;methyl 4-aminothiophen-3-carboxylate;3-Amino-4-(methoxycarbonyl)thiophene;methyl 3-amino-4-thiophenecarboxylate;AKOS005067072;methyl 4-azanylthiophene-3-carboxylate;methyl 4-amino-3-thiophene carboxylate;PS-4350;SB67092;CS-0150758;FT-0628615;4-aminothiophene-3-carboxylic acid methyl ester;EN300-144234;P17958;4-amino-thiophene-3-carboxylic acid methyl ester;A836452;W-203542

Chemical Property of Methyl 4-aminothiophene-3-carboxylate

Chemical Property:

• Melting Point: 194-201 °C
• Boiling Point: 295.9 °C at 760 mmHg
• PKA: 1.89±0.10(Predicted)
• Flash Point: 132.8 °C
• PSA: 80.56000
• Density: 1.319 g/cm³
• LogP: 1.69810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 157.01974964
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-aminothiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CSC=C1N

Technology Process of Methyl 4-aminothiophene-3-carboxylate

There total 6 articles about Methyl 4-aminothiophene-3-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: 93.0%

methyl 4-oxotetrahydrothiophene-3-carboxylate (2689-68-1,99328-39-9) → methyl 4-aminothiophene-3-carboxylate (69363-85-5)

Guidance literature:

With hydroxylamine hydrochloride; In methanol; for 1h; Reflux;

Reference yield: 65.0%

methyl 3-amino-4-thiophenecarboxylate hydrochloride (39978-14-8) → methyl 4-aminothiophene-3-carboxylate (69363-85-5)

Guidance literature:

With ammonia; In water;

Reference yield:

dimethyl-3-thiaadipate (7400-45-5) → methyl 4-aminothiophene-3-carboxylate (69363-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; tetrahydrofuran / 7 h / Reflux

2: hydroxylamine hydrochloride / acetonitrile / 1 h / Reflux

With hydroxylamine hydrochloride; sodium hydride; In tetrahydrofuran; acetonitrile; mineral oil;

upstream raw materials:

methyl 3-amino-4-thiophenecarboxylate hydrochloride

methanol

C₅H₅NO₂S

methyl 4-oxotetrahydrothiophene-3-carboxylate

Downstream raw materials:

4-bromo-3-thiophenecarboxylic acid methyl ester

methyl-4-formamido-3-thiophene carboxylate

methyl 4-([1,1'-biphenyl]-4-ylcarboxamido)thiophene-3-carboxylate

4-([1,1'-biphenyl]-4-ylcarboxamido)thiophene-3-carboxylic acid

Refernces

• 1、 -. "SUBSTITUTED IMIDAZO[1,2-b]PYRIDAZINES, SUBSTITUTED IMIDAZO[1,5-b]PYRIDAZINES, RELATED COMPOUNDS, AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS". Paragraph 00412. . Retrieved 2017/12/14.
• 2、 -. "ANTI-CANCER DRUGS AND USES RELATING THERETO FOR METASTATIC MALIGNANT MELANOMA AND OTHER CANCERS". Page/Page column 41. . Retrieved 2010/04/06.