methyl 5-[(N-methyl-C-phenylcarbonimidoyl)amino]thiophene-2-carboxylate

Base Information

• Chemical Name: methyl 5-[(N-methyl-C-phenylcarbonimidoyl)amino]thiophene-2-carboxylate
• CAS No.: 380416-72-8
• Molecular Formula: C₁₄H₁₄N₂O₂S
• Molecular Weight: 274.343
• DSSTox Substance ID: DTXSID901320410
• Nikkaji Number: J2.343.134C
• ChEMBL ID: CHEMBL1426160
• Mol file: 380416-72-8.mol

Synonyms:MLS001018677;CHEMBL1426160;DTXSID901320410;HMS1766E06;HMS2693P05;AKOS034455461;methyl 5-[(N-methyl-C-phenylcarbonimidoyl)amino]thiophene-2-carboxylate;SMR000363114;SR-01000029370;SR-01000029370-1;Z56792966;5-(alpha-methylaminobenzylidene)amino-2-methoxycarbonylthiophene;5-[[alpha-(Methylamino)benzylidene]amino]thiophene-2-carboxylic acid methyl ester;380416-72-8

Chemical Property of methyl 5-[(N-methyl-C-phenylcarbonimidoyl)amino]thiophene-2-carboxylate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 274.07759887
• Heavy Atom Count: 19
• Complexity: 340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN=C(C1=CC=CC=C1)NC2=CC=C(S2)C(=O)OC

Technology Process of methyl 5-[(N-methyl-C-phenylcarbonimidoyl)amino]thiophene-2-carboxylate

There total 1 articles about methyl 5-[(N-methyl-C-phenylcarbonimidoyl)amino]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: 47.0%

methyl 5-aminothiophene-2-carboxylate (14597-58-1) + (N-methyl)benzimidoyl chloride (41890-17-9) → 2-methoxycarbonyl-5-(α-methylaminobenzylidene)aminothiophene (380416-72-8)

Guidance literature:

With triethylamine; In benzene; at 25 ℃; for 12h;

DOI:10.1023/A:1013212723860

Reference yield:

2-methoxycarbonyl-5-(α-methylaminobenzylidene)aminothiophene (380416-72-8) → 4-bromo-5-methyl-6-phenyl-4,5-dihydro-1-thia-5,7-diaza-4-phospha-indene-2-carboxylic acid methyl ester (438495-71-7)

Guidance literature:

With pyridine; phosphorus tribromide; at 25 ℃; for 3h;

DOI:10.1023/A:1013212723860

Reference yield:

2-methoxycarbonyl-5-(α-methylaminobenzylidene)aminothiophene (380416-72-8) → 6-methoxycarbonyl-2-methyl-1-morpholino-1-oxo-3-phenyl-1,2-dihydro-1λ5-thieno[3,2-e]-2,4,1-diazaphosphinine

Guidance literature:

Multi-step reaction with 3 steps

1: PBr₃; pyridine / 3 h / 25 °C

2: pyridine / 2 h / 10 °C

3: aq. H₂O₂ / benzene / 5 h

With pyridine; dihydrogen peroxide; phosphorus tribromide; In benzene;

DOI:10.1023/A:1013212723860

upstream raw materials:

methyl 5-aminothiophene-2-carboxylate

(N-methyl)benzimidoyl chloride

Downstream raw materials:

4-bromo-5-methyl-6-phenyl-4,5-dihydro-1-thia-5,7-diaza-4-phospha-indene-2-carboxylic acid methyl ester

5-methyl-4-morpholin-4-yl-6-phenyl-4,5-dihydro-1-thia-5,7-diaza-4-phospha-indene-2-carboxylic acid methyl ester