2-azido-4-chloro-5-methylbenzenesulfonic acid

Base Information

• Chemical Name: 2-azido-4-chloro-5-methylbenzenesulfonic acid
• CAS No.: 871832-00-7
• Molecular Formula: C₇H₆ClN₃O₃S
• Molecular Weight: 247.662
• Mol file: 871832-00-7.mol

Synonyms:2-azido-4-chloro-5-methylbenzenesulfonic acid

Chemical Property of 2-azido-4-chloro-5-methylbenzenesulfonic acid

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-azido-4-chloro-5-methylbenzenesulfonic acid

There total 1 articles about 2-azido-4-chloro-5-methylbenzenesulfonic 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:

6-amino-4-chloro-meta-toluenesulfonic acid (88-51-7) → 2-azido-4-chloro-5-methylbenzenesulfonic acid (871832-00-7)

Guidance literature:

6-amino-4-chloro-meta-toluenesulfonic acid; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 0.5h;

With sodium azide; In water; at 0 - 20 ℃; for 12h;

DOI:10.1021/jo051843h

Reference yield:

2-azido-4-chloro-5-methylbenzenesulfonic acid (871832-00-7) → 2-azido-4-chloro-N-(2-methoxyethyl)-5-methylbenzenesulfonamide (871832-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 3 h / Heating

2: ethyldiisopropylamine / CH₂Cl₂ / 6 h / 25 °C

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo051843h

Reference yield:

2-azido-4-chloro-5-methylbenzenesulfonic acid (871832-00-7) → 6-chloro-7-methyl-3-(4-fluorophenylsulfonylamino)-2H-1,2,4-benzothiadiazine 1,1-dioxide

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 3 h / Heating

2.1: 75 percent / NH₃ / dioxane; CH₂Cl₂ / 3 h / 25 °C

3.1: triphenylphosphine resin / CH₂Cl₂; tetrahydrofuran / 16 h / 25 °C

3.2: 45 percent / 1,2-dichloro-ethane; tetrahydrofuran / 24 h / 80 °C

With oxalyl dichloride; triphenylphosphine resin; ammonia; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo051843h

upstream raw materials:

6-amino-4-chloro-meta-toluenesulfonic acid

Downstream raw materials:

2-azido-4-chloro-5-methylbenzenesulfonamide

2-azido-4-chloro-N-(2-methoxyethyl)-5-methylbenzenesulfonamide

Refernces