Ethyl 5-amino-4-bromo-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-amino-4-bromo-1-benzothiophene-2-carboxylate
• CAS No.: 93103-81-2
• Molecular Formula: C11H10BrNO2S
• Molecular Weight: 300.17200
• DSSTox Substance ID: DTXSID30541557
• Wikidata: Q82417938
• Mol file: 93103-81-2.mol

Synonyms:93103-81-2;Ethyl 5-amino-4-bromo-1-benzothiophene-2-carboxylate;DTXSID30541557;EN300-1608217

Chemical Property of Ethyl 5-amino-4-bromo-1-benzothiophene-2-carboxylate

Chemical Property:

• PSA: 80.56000
• LogP: 4.00390
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 298.96156
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(S1)C=CC(=C2Br)N

Technology Process of Ethyl 5-amino-4-bromo-1-benzothiophene-2-carboxylate

There total 1 articles about Ethyl 5-amino-4-bromo-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: 91.0%

ethyl 5-amino-1-benzothiophene-2-carboxylate (25785-10-8) → 5-amino-4-bromo-2-carbethoxybenzothiophene (93103-81-2)

Guidance literature:

With bromine; sodium acetate; In acetic acid; roomtemp., 1 h, then 15 min heating;

Reference yield:

5-amino-4-bromo-2-carbethoxybenzothiophene (93103-81-2) → 4-bromo-2-benzothenylurea (93103-99-2)

Guidance literature:

Multi-step reaction with 5 steps

2: 95 percent / 50percent sulphuric acid / acetic acid / reflux, 8h, then room temp.

3: 1) thionylchloride, 2) conc. ammonia / 1) benzene, reflux, 2) ether, 30 min

4: 80 percent / LAH, aluminium chloride / diethyl ether / 26 h / Heating

5: 88 percent / H₂O / 2 h / 80 °C

With ammonium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; sulfuric acid; In diethyl ether; water; acetic acid;

Reference yield:

5-amino-4-bromo-2-carbethoxybenzothiophene (93103-81-2) → 4-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester (93103-82-3)

Guidance literature:

Yield given. Multistep reaction;

upstream raw materials:

ethyl 5-amino-1-benzothiophene-2-carboxylate

Downstream raw materials:

4-bromobenzo[b]thiophene-2-carboxylic acid ethyl ester

4-bromobenzothiophene-2-carboxamide

4-bromo-2-chloroformylbenzothiophene

4-bromo-2-benzothenylurea