2-Azido-3,5-dichlorobenzoic acid

Base Information

• Chemical Name: 2-Azido-3,5-dichlorobenzoic acid
• CAS No.: 88279-10-1
• Molecular Formula: C7H3Cl2N3O2
• Molecular Weight: 232.026
• DSSTox Substance ID: DTXSID10521493
• Wikidata: Q82385990

Synonyms:2-Azido-3,5-dichlorobenzoic acid;88279-10-1;DTXSID10521493

Chemical Property of 2-Azido-3,5-dichlorobenzoic acid

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.9602317
• Heavy Atom Count: 14
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(=O)O)N=[N+]=[N-])Cl)Cl

Technology Process of 2-Azido-3,5-dichlorobenzoic acid

There total 2 articles about 2-Azido-3,5-dichlorobenzoic acid 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: 78.0%

3,5-dichloroantranilic acid (2789-92-6) → 2-azido-3,5-dichlorobenzoic acid (88279-10-1)

Guidance literature:

3,5-dichloroantranilic acid; With hydrogenchloride; sodium nitrite; In water; at 5 ℃; for 0.25h;

With sodium azide; In water; at 20 ℃; for 2h;

DOI:10.3762/bjoc.12.86

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-azido-3,5-dichlorobenzoic acid (88279-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water

2.1: sodium nitrite; hydrogenchloride / water / 0.25 h / 5 °C

2.2: 2 h / 20 °C

With hydrogenchloride; sodium nitrite; In water;

DOI:10.3762/bjoc.12.86

Reference yield:

2-azido-3,5-dichlorobenzoic acid (88279-10-1) + 3,4-dihydro-4-methyl-6-bromo-2H-1,4-benzodiazepine-2.5(1H) dione (84378-30-3) → 1-(2-azido-3,5-dichloro-benzoyl)-6-bromo-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 20 ℃;

DOI:10.1055/s-2003-40870

upstream raw materials:

3,5-dichloroantranilic acid

anthranilic acid

Downstream raw materials:

2-Azido-3,5-dichloro-benzoyl chloride

(2-Azido-3,5-dichloro-phenyl)-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-methanone

(S)-1-(2-Azido-3,5-dichloro-benzoyl)-pyrrolidine-2-carbaldehyde

2-Azido-3,5-dichloro-N-pyridin-2-yl-benzamide

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