2-Azido-1-(2-hydroxyphenyl)ethanone

Base Information

• Chemical Name: 2-Azido-1-(2-hydroxyphenyl)ethanone
• CAS No.: 67139-49-5
• Molecular Formula: C8H8N3O2+
• Molecular Weight: 177.162
• NSC Number: 405251
• DSSTox Substance ID: DTXSID90398564
• Nikkaji Number: J2.980.035I
• Wikidata: Q82200621
• Mol file: 67139-49-5.mol

Synonyms:2-azido-1-(2-hydroxyphenyl)ethanone;67139-49-5;o-hydroxy-phenacyl azide;SCHEMBL13605783;DTXSID90398564;IIXQHEJFDFXVFN-UHFFFAOYSA-N;alpha-Azido-2'-hydroxyacetophenone;NSC405251;NSC-405251;2-azido-1-(2-hydroxy-phenyl)-ethanone;2-azido-1-(2-hydroxyphenyl)ethan-1-one

Chemical Property of 2-Azido-1-(2-hydroxyphenyl)ethanone

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 236

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Azido-1-(2-hydroxyphenyl)ethanone

There total 3 articles about 2-Azido-1-(2-hydroxyphenyl)ethanone 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%

2-(2-bromoacetyl)hydroxybenzene (2491-36-3) → 1-(2-hydroxyphenyl)-2-azidoethanone (67139-49-5)

Guidance literature:

With sodium azide; In glycerol; at 25 ℃; for 3h;

DOI:10.1002/ejoc.201900722

Reference yield: 71.0%

2-(2-bromoacetyl)hydroxybenzene (2491-36-3) → 4-(2-hydroxyphenyl)-2-(2-hydroxybenzoyl)-1H-imidazole + 1-(2-hydroxyphenyl)-2-azidoethanone (67139-49-5)

Guidance literature:

With sodium azide; choline chloride; glycerol; at 80 ℃; for 4h; Green chemistry;

DOI:10.3762/bjoc.16.158

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 1-(2-hydroxyphenyl)-2-azidoethanone (67139-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / diethyl ether / 20 °C / Irradiation; Inert atmosphere

2: sodium azide / acetone; water / 0.5 h

With N-Bromosuccinimide; sodium azide; In diethyl ether; water; acetone;

DOI:10.1016/j.jphotobiol.2012.06.006

upstream raw materials:

2-(2-bromoacetyl)hydroxybenzene

o-hydroxyacetophenone

Downstream raw materials:

2-azido-1-<2-(tert-butyl-dimethylsilyloxy)phenyl>ethanone

bis(2-hydroxyphenyl)-2,5-dihydropyrazine

(E)-p-tolyl 3-(2-amino-3-oxo-2,3-dihydrobenzofuran-2-yl)acrylate

(E)-benzyl 3-(2-amino-3-oxo-2,3-dihydrobenzofuran-2-yl)acrylate