Methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate
• CAS No.: 674773-12-7
• Molecular Formula: C10H10N2O4S
• Molecular Weight: 254.2624
• Hs Code.: 2934999090
• European Community (EC) Number: 614-070-0
• DSSTox Substance ID: DTXSID00407095
• Wikidata: Q82212325
• Mol file: 674773-12-7.mol

Synonyms:methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate;674773-12-7;METHYL 5-AMINO-4-CYANO-3-(2-METHOXY-2-OXOETHYL)-THIOPHENE-2-CARBOXYLATE;5-amino-4-cyano-2-(methoxycarbonyl)-3-thiopheneacetic acid methyl ester;EC 614-070-0;SCHEMBL1922086;DTXSID00407095;HMS1728E14;Methyl5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate;MFCD06655846;AKOS000264962;BS-4686;BB 0242419;NS00009024;EN300-13421;SR-01000068807;SR-01000068807-1;Z90120415;5-Amino-4-cyano-3-methoxycarbonylmethyl-t hiophene-2-carboxylic acid methyl ester

Chemical Property of Methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.81E-08mmHg at 25°C
• Boiling Point: 455°C at 760 mmHg
• PKA: -2.84±0.10(Predicted)
• Flash Point: 229°C
• PSA: 130.65000
• Density: 1.4g/cm³
• LogP: 1.28528
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 254.03612798
• Heavy Atom Count: 17
• Complexity: 365

Purity/Quality:

99.9% ^*data from raw suppliers

5-Amino-4-cyano-2-(methoxycarbonyl)-3-thiopheneaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=C(SC(=C1C#N)N)C(=O)OC
• Uses: 5-Amino-4-cyano-2-(methoxycarbonyl)-3-thiopheneacetic Acid Methyl Ester is an intermediate used in the preparation of Strontium Ranelate (S687700).

Technology Process of Methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate

There total 5 articles about Methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-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: 77.0%

3-oxopentanedioic acid dimethyl ester (1830-54-2) + malononitrile (109-77-3) → methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophene-carboxylate (674773-12-7)

Guidance literature:

With morpholine; sulfur; In methanol; at 40 ℃; for 2h; Heating / reflux;

Reference yield: 73.98%

3-(dicyanomethylene)-5-hydroxy-5-methoxy-4-pentenoic acid methyl ester imidazolinium (1208314-91-3) → methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophene-carboxylate (674773-12-7)

Guidance literature:

With sulfur; In methanol; Product distribution / selectivity; Heating / reflux;

Reference yield:

methyl 3-(dicyanomethylene)-5-hydroxy-5-methoxy-4-pentenoate triethylamine → methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophene-carboxylate (674773-12-7)

Guidance literature:

With sulfur; In methanol; at 65 - 70 ℃; for 2h;

upstream raw materials:

3-oxopentanedioic acid dimethyl ester

malononitrile

3-(dicyanomethylene)-5-hydroxy-5-methoxy-4-pentenoic acid methyl ester imidazolinium

Downstream raw materials:

5-[bis(2-ethoxy-2-oxoethyl)amino]-4-cyano-2-(methoxycarbonyl)-3-thiopheneacetic acid methyl ester

methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophenecarboxylate