1,3-Dioxo-2-isoindolinecarboxylic acid methyl ester

Base Information

• Chemical Name: 1,3-Dioxo-2-isoindolinecarboxylic acid methyl ester
• CAS No.: 25543-10-6
• Molecular Formula: C10H7NO4
• Molecular Weight: 205.16700
• Mol file: 25543-10-6.mol

Synonyms:N-methoxycarbonylphtalimide;N-carbomethoxy phthalimide;N-carbomethoxy-phthalimide;1,3-Dioxo-1,3-dihydro-isoindole-2-carboxylic acid methyl ester;N-carbomethoxyphthalimide;N-Methoxycarbonyl-phthalimid;

Chemical Property of 1,3-Dioxo-2-isoindolinecarboxylic acid methyl ester

Chemical Property:

• PSA: 63.68000
• LogP: 0.98690

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Dioxo-2-isoindolinecarboxylic acid methyl ester

There total 3 articles about 1,3-Dioxo-2-isoindolinecarboxylic 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: 45.0%

potassium phtalimide (1074-82-4) + methyl chloroformate (79-22-1) → N-methoxycarbonylphthalimide (25543-10-6)

Guidance literature:

In N,N-dimethyl-formamide; 1.) 1 h, 20 deg C, 2.) 2 h, 70-75 deg C_.;

DOI:10.1007/BF00506393

Reference yield:

phthalimide (136918-14-4,85-41-6) + methyl chloroformate (79-22-1) → N-methoxycarbonylphthalimide (25543-10-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at -10 - 30 ℃; for 2h; Large scale;

Reference yield:

→ N-methoxycarbonylphthalimide (25543-10-6)

Guidance literature:

Kaliumphthalimid 1. Chlorameisensaeure-methylester, in DMF, 5grad 2. Raumtemp., 1 h;

upstream raw materials:

potassium phtalimide

methyl chloroformate

phthalimide

Downstream raw materials:

2-{4-[(4-Chloro-2-nitro-phenyl)-hydrazono]-butyl}-isoindole-1,3-dione

2-{4-[(4-Methoxy-2-nitro-phenyl)-hydrazono]-butyl}-isoindole-1,3-dione

2-methoxy-5-nitrophenylhydrazone of γ-phtalimidobutyraldehyde

2-{4-[(2-Methoxy-4-nitro-phenyl)-hydrazono]-butyl}-isoindole-1,3-dione

Refernces

• 1、 Vinograd, L. Kh.,Suvorov, N. N.. "INDOLE DERIVATIVES. 126. SUBSTITUTED NITROTRIPTAMINES". . p. 984 - 988. Retrieved 2007/10/02.