Benzo[b]thiophene-2-carbonyl azide

Base Information

• Chemical Name: Benzo[b]thiophene-2-carbonyl azide
• CAS No.: 78140-97-3
• Molecular Formula: C₉H₅N₃OS
• Molecular Weight: 203.224
• DSSTox Substance ID: DTXSID90479685
• Wikidata: Q82313829
• Mol file: 78140-97-3.mol

Synonyms:Benzo[b]thiophene-2-carbonyl azide;78140-97-3;DTXSID90479685;AKOS010666863

Chemical Property of Benzo[b]thiophene-2-carbonyl azide

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 203.01533297
• Heavy Atom Count: 14
• Complexity: 288

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)C(=O)N=[N+]=[N-]

Technology Process of Benzo[b]thiophene-2-carbonyl azide

There total 1 articles about Benzo[b]thiophene-2-carbonyl azide 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:

C18H14O3S → 2-azidocarbonylbenzothiophene (78140-97-3) + 4-methoxybenzoyl azide (3532-17-0)

Guidance literature:

With sodium azide; [bis(acetoxy)iodo]benzene; sodium acetate; sodium bromide; In water; acetone; at 50 ℃; for 4h;

DOI:10.1021/acs.joc.8b01417

Reference yield: 83.0%

2-azidocarbonylbenzothiophene (78140-97-3) + 1-Phenyl-4,4,4-trifluorobutane-1,3-dione (326-06-7) → 2-phenyl-4-(trifluoromethyl)[1]benzothieno[2,3-b]pyridine (1190370-59-2) + 3-diazo-1,1,1-trifluoro-4-phenyl-2,4-butanedione

Guidance literature:

2-azidocarbonylbenzothiophene; With acetic acid; In water; N,N-dimethyl-formamide; Reflux;

1-Phenyl-4,4,4-trifluorobutane-1,3-dione; With acetic acid; In water; N,N-dimethyl-formamide; regiospecific reaction; Reflux;

DOI:10.1055/s-0029-1217396

Reference yield: 74.0%

2-azidocarbonylbenzothiophene (78140-97-3) + perfluorobenzaldehyde (653-37-2) → 7,8,9,10-tetrafluoro[1]benzothieno[2,3-b]quinoline (1190370-40-1) + C15H8F5NS2

Guidance literature:

2-azidocarbonylbenzothiophene; With acetic acid; In water; N,N-dimethyl-formamide; Reflux;

perfluorobenzaldehyde; With acetic acid; In water; N,N-dimethyl-formamide; regiospecific reaction; Reflux;

DOI:10.1055/s-0029-1217396

Downstream raw materials:

2-phenyl-4-(trifluoromethyl)[1]benzothieno[2,3-b]pyridine

7,8,9,10-tetrafluoro[1]benzothieno[2,3-b]quinoline

ethyl 2-diazo-3-oxo-4,4,4-trifluorobutyrate

4-(trifluoromethyl)[1]benzothieno[2,3-b]pyridin-2(1H)-one