N-(4-isothiocyanatophenyl)maleimide

Base Information

• Chemical Name: N-(4-isothiocyanatophenyl)maleimide
• CAS No.: 60283-89-8
• Molecular Formula: C₁₁H₆N₂O₂S
• Molecular Weight: 230.247
• Mol file: 60283-89-8.mol

Synonyms:N-(4-isothiocyanatophenyl)maleimide

Chemical Property of N-(4-isothiocyanatophenyl)maleimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-isothiocyanatophenyl)maleimide

There total 2 articles about N-(4-isothiocyanatophenyl)maleimide 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: 60.0%

thiophosgene (463-71-8) + 1‐(4‐aminophenyl)‐1H‐pyrrole‐2,5‐dione (29753-26-2) → N-(4-isothiocyanatophenyl)maleimide (60283-89-8)

Guidance literature:

With sodium hydrogencarbonate; In chloroform; water; at 25 ℃; for 0.5h;

DOI:10.1021/ja00285a013

Reference yield:

(2Z)-4-[(4-aminophenyl)amino]-4-oxo-2-butenoic acid (71603-06-0) → N-(4-isothiocyanatophenyl)maleimide (60283-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 2 h 0 deg C; 2.) 12 h 25 deg C

2: 60 percent / NaHCO₃ / CHCl₃; H₂O / 0.5 h / 25 °C

With sodium hydrogencarbonate; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In dichloromethane; chloroform; water;

DOI:10.1021/ja00285a013

Reference yield: 83.0%

(CH2(CH)3(CH2)2)(C5H4)TiP2W17O61(7-)*7K(1+) = [(CH2(CH)3(CH2)2)(C5H4)TiP2W17O61]K7 + N-(4-isothiocyanatophenyl)maleimide (60283-89-8) → (SCN)C6H4(CONCO(C6H7))(CH2)2(C5H4)TiP2W17O61(7-)*7K(1+) = [(SCN)C6H4(CONCO(C6H7))(CH2)2(C5H4)TiP2W17O61]K7

Guidance literature:

With phenyl isothiocyanate; In acetonitrile; tungsten compd. treated in dry CH3CN with phenylisothiocyanate; stirredat 60°C for 1 h; maleimide added; stirred at 60°C for 6 h;; solvent removed; residue triturated with CHCl3; dried;

DOI:10.1021/ja00285a013

upstream raw materials:

thiophosgene

1‐(4‐aminophenyl)‐1H‐pyrrole‐2,5‐dione

(2Z)-4-[(4-aminophenyl)amino]-4-oxo-2-butenoic acid