2,3-Dichloro-N-methylmaleimide

Base Information

• Chemical Name: 2,3-Dichloro-N-methylmaleimide
• CAS No.: 1123-61-1
• Molecular Formula: C5H3 Cl2 N O2
• Molecular Weight: 179.99
• Hs Code.: 2925190090
• NSC Number: 222494
• UNII: D5ARQ6B32V
• DSSTox Substance ID: DTXSID80149981
• Nikkaji Number: J41.601K
• Wikidata: Q72466801
• Mol file: 1123-61-1.mol

Synonyms:1123-61-1;2,3-Dichloro-N-methylmaleimide;3,4-dichloro-1-methyl-1H-pyrrole-2,5-dione;3,4-dichloro-1-methylpyrrole-2,5-dione;Dichloro-N-methylmaleimide;N-Methyldichloromaleimide;N-Methyl-2,3-dichloromaleimide;Maleimide, dichloro-N-methyl-;N-Methyl-3,4-dichloromaleimide;2,3-Dichloro-N-methylmaleinimide;N-Methyldichloromaleinimide;MALEIMIDE, 2,3-DICHLORO-N-METHYL-;n-Methyl-dichloromaleinimide;3,4-dichloro-1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione;1H-Pyrrole-2,5-dione, 3,4-dichloro-1-methyl-;C5H3Cl2NO2;NSC 222494;BRN 0127988;NSC-222494;NSC222494;3,4-dichloro-1-methyl-pyrrole-2,5-dione;1H-Pyrrole-2,5-dione,3,4-dichloro-1-methyl-;D5ARQ6B32V;SCHEMBL407513;2,3-dichloro N-methylmaleimide;C5-H3-Cl2-N-O2;Maleimide,3-dichloro-N-methyl-;3,4-Dichloro-1-methylmaleimide;DTXSID80149981;MFCD00830725;AKOS016014031;1H-Pyrrole-2, 3,4-dichloro-1-methyl-;LS-88683;CS-0242921;FT-0609572;1-Methyl-3,4-dichloro-1H-pyrrole-2,5-dione;A21078;EN300-2568223;J-200153;Z1255372921

Chemical Property of 2,3-Dichloro-N-methylmaleimide

Chemical Property:

• Vapor Pressure: 0.246mmHg at 25°C
• Melting Point: 85℃
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 205.7°Cat760mmHg
• PKA: -6.23±0.60(Predicted)
• Flash Point: 78.2°C
• PSA: 37.38000
• Density: 1.63g/cm³
• LogP: 0.61210
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.9540837
• Heavy Atom Count: 10
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dichloro-1-methyl-1H-pyrrole-2,5-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C(=C(C1=O)Cl)Cl

Technology Process of 2,3-Dichloro-N-methylmaleimide

There total 8 articles about 2,3-Dichloro-N-methylmaleimide 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: 75.0%

dichloromaleic acid anhydride (1122-17-4) + methylamine hydrochloride (593-51-1) → 3,4-dichloro-1-methyl-pyrrole-2,5-dione (1123-61-1)

Guidance literature:

dichloromaleic acid anhydride; methylamine hydrochloride; With acetic acid;

With sodium methylate; at 20 ℃; Reflux;

DOI:10.1039/b815737e

Reference yield: 54.0%

dichloromaleic acid anhydride (1122-17-4) + methylamine (74-89-5) → 3,4-dichloro-1-methyl-pyrrole-2,5-dione (1123-61-1)

Guidance literature:

In water; acetic acid; for 5.5h; Heating;

DOI:10.1016/S0968-0896(99)00032-2

Reference yield:

dichloromaleic acid anhydride (1122-17-4) → 3,4-dichloro-1-methyl-pyrrole-2,5-dione (1123-61-1)

Guidance literature:

With methylamine hydrochloride; sodium methylate; acetic acid; In water;

upstream raw materials:

1-methyl-2,3,4,5-tetrachloropyrrole

dichloromaleic acid anhydride

methylamine

N-methylmaleimide

Downstream raw materials:

[2-Methyl-10-(4-nitro-phenyl)-1,3-dioxo-2,3,9,10-tetrahydro-1H-4-oxa-2,10-diaza-benzo[f]azulen-9-yl]-phosphonic acid dimethyl ester

2,3-bis(diphenylarsino)-N-methyl maleic imide

2,3-bis(di-(1R,3R,4S)menthylphosphino)-N-methyl-maleimide

1-methyl-3,4-bis(phenylthio)-1H-pyrrole-2,5-dione

Refernces

• 1、 Slater, Martin J.,Cockerill, Stuart,Baxter, Robert,Bonser, Robert W.,Gohil, Kam,Gowrie, Clare,Robinson, J. Edward,Littler, Edward,Parry, Nigel,Randall, Roger,Snowden, Wendy. "Indolocarbazoles: Potent, selective inhibitors of human cytomegalovirus replication". . p. 1067 - 1074. Retrieved 1999.
• 2、 Xie, Yujie,Husband, Jonathan T.,Torrent-Sucarrat, Miquel,Yang, Huan,Liu, Weisheng,O'Reilly, Rachel K.. "Rational design of substituted maleimide dyes with tunable fluorescence and solvafluorochromism". supporting information. p. 3339 - 3342. Retrieved 2018/04/05.
• 3、 -. "3. 4 - b (3 - indole) - 2, 5 - dione -3 - pyrroline imine compound and its preparation method and application". Paragraph 0042; 0043; 0044; 0045; 0046. . Retrieved 2017/07/25.