3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester

Base Information

• Chemical Name: 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester
• CAS No.: 1026189-68-3
• Molecular Formula: C₁₆H₂₂ClNO₄S
• Molecular Weight: 359.874
• Mol file: 1026189-68-3.mol

Synonyms:3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester

Chemical Property of 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester

There total 4 articles about 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester 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:

3-amino-4-chloro-benzoic acid (2840-28-0) → 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester (1026189-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 80 percent / trimethylorthoformate / sulfuric acid / methanol / Heating

2.1: SO₂Cl₂ / toluene / 2 h / -78 °C

2.2: collidine / toluene / 0.75 h

2.3: toluene / 0 - 70 °C

With sulfuryl dichloride; trimethyl orthoformate; sulfuric acid; In methanol; toluene;

DOI:10.1021/jo026434p

Reference yield:

methyl 3-amino-4-chlorobenzoate (40872-87-5) + 2-methylthioethyl 1,1-dimethylacetate (503816-66-8) → 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester (1026189-68-3)

Guidance literature:

2-methylthioethyl 1,1-dimethylacetate; With sulfuryl dichloride; In toluene; at -78 ℃;

methyl 3-amino-4-chlorobenzoate; With 2,3,5-trimethyl-pyridine; In toluene;

With TEA; In toluene; at 70 ℃;

DOI:10.1021/jo026434p

Reference yield:

methyl 3-amino-4-chlorobenzoate (40872-87-5) + triethylamine (121-44-8) + 2-methylthioethyl 1,1-dimethylacetate (503816-66-8) → 3-amino-4-chloro-2-[2-(2,2-dimethyl-propionyloxy)-1-methylsulfanyl-ethyl]-benzoic acid methyl ester (1026189-68-3)

Guidance literature:

2-methylthioethyl 1,1-dimethylacetate; With sulfuryl dichloride; In toluene; at -78 ℃; for 2h;

methyl 3-amino-4-chlorobenzoate; With 2,3,5-trimethyl-pyridine; In toluene; for 0.75h;

triethylamine; In toluene; at 0 - 70 ℃; Further stages.;

DOI:10.1021/jo026434p

upstream raw materials:

methyl 3-amino-4-chlorobenzoate

2-methylthioethyl 1,1-dimethylacetate

triethylamine

3-amino-4-chloro-benzoic acid

Downstream raw materials:

7-chloro-1H-indole-4-carboxylic acid methyl ester