Methyl3-chloro-4-Methyl-5-nitrobenzoate

Base Information

• Chemical Name: Methyl3-chloro-4-Methyl-5-nitrobenzoate
• CAS No.: 1057652-84-2
• Molecular Formula: C9H8ClNO4
• Molecular Weight: 229.62
• Mol file: 1057652-84-2.mol

Synonyms:Methyl3-chloro-4-Methyl-5-nitrobenzoate;Benzoic acid, 3-chloro-4-Methyl-5-nitro-, Methyl ester

Chemical Property of Methyl3-chloro-4-Methyl-5-nitrobenzoate

Chemical Property:

• PSA: 72.12000
• LogP: 2.86640

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-4-methyl-5-nitro-benzoicacidmethylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl3-chloro-4-Methyl-5-nitrobenzoate

There total 3 articles about Methyl3-chloro-4-Methyl-5-nitrobenzoate 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: 82.0%

methyl 3-amino-4-methyl-5-nitrobenzoate (72922-60-2) → methyl 3-chloro-4-methyl-5-nitrobenzoate (1057652-84-2)

Guidance literature:

With tert.-butylnitrite; copper dichloride; In acetonitrile; at 60 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.10.021

Reference yield:

3,5-dinitro-p-toluic acid (16533-71-4) → methyl 3-chloro-4-methyl-5-nitrobenzoate (1057652-84-2)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 3 h / Reflux

2: hydrogenchloride; iron / 1,4-dioxane; methanol / Reflux

3: tert.-butylnitrite; copper dichloride / acetonitrile / 1 h / 60 °C

With hydrogenchloride; thionyl chloride; tert.-butylnitrite; iron; copper dichloride; In 1,4-dioxane; methanol; acetonitrile; 3: Sandmeyer reaction;

DOI:10.1016/j.bmcl.2011.10.021

Reference yield:

methyl 4-methyl-3,5-dinitrobenzoate (49592-71-4) → methyl 3-chloro-4-methyl-5-nitrobenzoate (1057652-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; iron / 1,4-dioxane; methanol / Reflux

2: tert.-butylnitrite; copper dichloride / acetonitrile / 1 h / 60 °C

With hydrogenchloride; tert.-butylnitrite; iron; copper dichloride; In 1,4-dioxane; methanol; acetonitrile; 2: Sandmeyer reaction;

DOI:10.1016/j.bmcl.2011.10.021

upstream raw materials:

methyl 4-methyl-3,5-dinitrobenzoate

3,5-dinitro-p-toluic acid

methyl 3-amino-4-methyl-5-nitrobenzoate

Downstream raw materials:

methyl 3-amino-5-chloro-4-methylbenzoate

C₂₆H₂₆Cl₂N₄O₄S

C₁₂H₁₀ClNO₈

C₂₇H₂₈Cl₂N₄O₄S

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND". Paragraph 0477. . Retrieved 2015/07/15.