1-Azido-1,2-benziodoxol-3(1H)-one

Base Information

• Chemical Name: 1-Azido-1,2-benziodoxol-3(1H)-one
• CAS No.: 160732-56-9
• Molecular Formula: C7H4 I N3 O2
• Molecular Weight: 289.032
• Mol file: 160732-56-9.mol

Synonyms:NSC 686326

Chemical Property of 1-Azido-1,2-benziodoxol-3(1H)-one

Chemical Property:

• Melting Point: 138-140 °C (decomp)
• PSA: 76.05000
• LogP: 2.12606

Purity/Quality:

99% ^*data from raw suppliers

1-Azido-1,2-benziodoxol-3(1H)-one,40%indiatomaceousearth 95% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-53
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Efficient reagent for iron-catalyzed azidation of tertiary C–H bonds suitable for late-stage functionalization.

Technology Process of 1-Azido-1,2-benziodoxol-3(1H)-one

There total 4 articles about 1-Azido-1,2-benziodoxol-3(1H)-one 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: 94.0%

1-hydroxy-1,2-benzodioxol-3-(1H)-one (131-62-4) → 1-azido-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one (160732-56-9)

Guidance literature:

With trimethylsilylazide; In acetonitrile; Ambient temperature;

DOI:10.1016/0040-4039(94)88357-2

Reference yield: 94.0%

o-iodosobenzoic acid (304-91-6) → 1-azido-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one (160732-56-9)

Guidance literature:

With trimethylsilylazide; In acetonitrile; for 15h; Ambient temperature;

DOI:10.1021/ja954119x

Reference yield: 90.0%

1-acetoxy-1,2-benziodoxol-3-one (1829-26-1) → 1-azido-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one (160732-56-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jacs.7b07661

upstream raw materials:

1-hydroxy-1,2-benzodioxol-3-(1H)-one

1-acetoxy-1,2-benziodoxol-3-one

o-iodosobenzoic acid

2-Iodobenzoic acid

Downstream raw materials:

2-azido-4-bromobenzenamine

2-azido-4-(naphthalen-2-yl)aniline

2-azido-4-(furan-2-yl)aniline

2-azido-4-(thiophen-2-yl)aniline

Refernces

• 1、 Allouche, Emmanuelle M. D.,Simonet-Davin, Rapha?l,Waser, Jerome. "N-Terminal Selective C?H Azidation of Proline-Containing Peptides: a Platform for Late-Stage Diversification". . . Retrieved 2022/02/25.
• 2、 Suh, Sung-Eun,Chen, Si-Jie,Mandal, Mukunda,Guzei, Ilia A.,Cramer, Christopher J.,Stahl, Shannon S.. "Site-Selective Copper-Catalyzed Azidation of Benzylic C-H Bonds". . p. 11388 - 11393. Retrieved 2020/07/21.