1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate

Base Information

• Chemical Name: 1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate
• CAS No.: 1160293-27-5
• Molecular Formula: C13H13NO8
• Molecular Weight: 311.248
• Hs Code.: 2918990090
• Mol file: 1160293-27-5.mol

Synonyms:1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate;dimethyl 2-(4-methoxycarbonyl-2-nitrophenyl)propanedioate;methyl 4-(di(methoxycarbonyl)methyl)-3-nitrobenzoate;2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioic acid 1,3-dimethyl ester;[4-(methoxycarbonyl)-2-nitrophenyl]-propanedioic acid dimethyl ester;dimethyl 2-(4-(methoxycarbonyl)-2-nitrophenyl)malonate

Chemical Property of 1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate

Chemical Property:

• Boiling Point: 433.1±40.0 °C(Predicted)
• PKA: 9.81±0.46(Predicted)
• PSA: 124.72000
• Density: 1.357±0.06 g/cm3(Predicted)
• LogP: 1.33420
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dimethyl2-[4-(methoxycarbonyl)-2-nitrophenyl]propanedioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate

There total 2 articles about 1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate 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: 95.4%

methyl 3-nitro-4-chlorobenzoate (14719-83-6) + malonic acid dimethyl ester (108-59-8) → [4-(methoxycarbonyl)-2-nitrophenyl]malonic acid dimethyl ester (1160293-27-5)

Guidance literature:

With sodium tert-pentoxide; In 1-methyl-pyrrolidin-2-one; at 75 ℃; for 1.5h;

Reference yield:

4-chloro-3-nitrobenzoate (96-99-1) → [4-(methoxycarbonyl)-2-nitrophenyl]malonic acid dimethyl ester (1160293-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / 70 °C

2: sodium tert-pentoxide / 1-methyl-pyrrolidin-2-one / 1.5 h / 75 °C

With thionyl chloride; sodium tert-pentoxide; In 1-methyl-pyrrolidin-2-one;

Reference yield: 87.2%

[4-(methoxycarbonyl)-2-nitrophenyl]malonic acid dimethyl ester (1160293-27-5) → methyl 2-oxoindoline-5-carboxylate (199328-10-4)

Guidance literature:

With hydrogen; acetic acid; palladium 10% on activated carbon; at 45 - 115 ℃; for 2h; under 2068.65 - 2585.81 Torr;

upstream raw materials:

methyl 3-nitro-4-chlorobenzoate

malonic acid dimethyl ester

4-chloro-3-nitrobenzoate

Downstream raw materials:

methyl 2-oxoindoline-5-carboxylate

methyl 1-(2-chloroacetyl)-2-oxoindoline-6-carboxylate

N-chloroacetyl-3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester

3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester

Refernces

• 1、 -. "nepal reaches Neeb process and intermediates for the synthesis of (by machine translation)". Paragraph 0048; 0067. . Retrieved 2016/11/02.
• 2、 -. "PROCESS FOR THE MANUFACTURE OF AN INDOLINONE DERIVATIVE". Page/Page column 6; 16-17. . Retrieved 2009/07/17.