5-Bromo-1-benzothiophen-4-ol

Base Information

• Chemical Name: 5-Bromo-1-benzothiophen-4-ol
• CAS No.: 34576-98-2
• Molecular Formula: C₈H₅BrOS
• Molecular Weight: 229.097
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60590194
• Wikidata: Q82483895
• Mol file: 34576-98-2.mol

Synonyms:5-Bromo-1-benzothiophen-4-ol;34576-98-2;5-BROMO-BENZO[B]THIOPHEN-4-OL;5-bromobenzo[b]thiophen-4-ol;5-Bromo-1-benzothiophene-4-ol;SCHEMBL10857949;DTXSID60590194;DB-263510;EN300-7720333;Z1269129531

Chemical Property of 5-Bromo-1-benzothiophen-4-ol

Chemical Property:

• PSA: 48.47000
• LogP: 3.36940
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 227.92445
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

5-BROMO-BENZO[B]THIOPHEN-4-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C2=C1SC=C2)O)Br

Technology Process of 5-Bromo-1-benzothiophen-4-ol

There total 2 articles about 5-Bromo-1-benzothiophen-4-ol 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: 96.0%

5,5-dibromo-6,7-dihydrobenzo[b]thiophene-4(5H)-ketone (25074-27-5) → 5-bromobenzo[b]thiophene-4-ol (34576-98-2)

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 6h;

DOI:10.1016/j.bmcl.2014.07.064

Reference yield:

→ 5-bromobenzo[b]thiophene-4-ol (34576-98-2)

Guidance literature:

aus 4-Hydroxybenzothiophen, NBS in Ggw. v. kat. Menge (BzO)2;

Reference yield:

5-bromobenzo[b]thiophene-4-ol (34576-98-2) → 2-phenyl-7H-thieno[2',3',4,5]benzo[1,2,3-ij][2,7]diazanaphthalene-7-one (1450992-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: [bis(acetoxy)iodo]benzene / acetic acid; trifluoroacetic acid / 0.5 h / 0 - 25 °C

2.1: sodium hydrogencarbonate / ethanol / 3 h / 0 - 80 °C

3.1: ammonium chloride / acetic acid / 0.5 h / 70 °C / Inert atmosphere

3.2: 15 h / Reflux; Inert atmosphere

With [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate; ammonium chloride; In ethanol; acetic acid; trifluoroacetic acid; 2.1: |Diels-Alder Cycloaddition;

DOI:10.1016/j.bmcl.2014.07.064

upstream raw materials:

5,5-dibromo-6,7-dihydrobenzo[b]thiophene-4(5H)-ketone

Downstream raw materials:

2-phenyl-7H-thieno[2',3',4,5]benzo[1,2,3-ij][2,7]diazanaphthalene-7-one

2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one

N-(4-(7-oxo-7H-thieno[2’,3’:4,5]benzo[1,2,3-ij][2,7]naphthyridin-2-yl)phenyl)acetamide