methyl 3-amino-4,6-dinitro-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: methyl 3-amino-4,6-dinitro-1-benzothiophene-2-carboxylate
• CAS No.: 299920-65-3
• Molecular Formula: C10H7N3O6S
• Molecular Weight: 297.248
• Mol file: 299920-65-3.mol

Synonyms:3-Amino-4,6-dinitro-benzo[b]thiophene-2-carboxylic acid methyl ester;

Chemical Property of methyl 3-amino-4,6-dinitro-1-benzothiophene-2-carboxylate

Chemical Property:

• Melting Point: 196 - 198 °C (propan-2-ol)
• PSA: 172.20000
• LogP: 3.71410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-amino-4,6-dinitro-1-benzothiophene-2-carboxylate

There total 4 articles about methyl 3-amino-4,6-dinitro-1-benzothiophene-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: 95.0%

methyl 2-(2-cyano-3,5-dinitrophenylthio)acetate (309272-29-5) → methyl 3-amino-4,6-dinitrobenzo[b]thiophene-2-carboxylate (299920-65-3)

Guidance literature:

With sodium; In methanol; at 20 ℃; for 0.166667h;

DOI:10.3987/COM-05-10644

Reference yield: 72.0%

1-cyano-2,4,6-trinitrobenzene (37841-25-1) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-4,6-dinitrobenzo[b]thiophene-2-carboxylate (299920-65-3)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.3987/COM-05-10644

Reference yield:

2,4,6-Trinitrobenzamide (51226-42-7) → methyl 3-amino-4,6-dinitrobenzo[b]thiophene-2-carboxylate (299920-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / dimethylformamide / 6 h / 20 °C

2: 91 percent / POCl₃ / dimethylformamide / 2 h / 20 °C

3: 95 percent / Na / methanol / 0.17 h / 20 °C

With sodium; potassium carbonate; trichlorophosphate; In methanol; N,N-dimethyl-formamide; 3: Thorpe-Ziegler cyclization;

DOI:10.3987/COM-05-10644

upstream raw materials:

1-cyano-2,4,6-trinitrobenzene

Methyl thioglycolate

methyl 2-(2-cyano-3,5-dinitrophenylthio)acetate

2,4,6-Trinitrobenzamide