Réaction #1797514

Équation de réaction

Methyl 4-(3-(2-chloroethyl)ureido)benzoate

K2CO3

→

Methyl 4-(2-oxoimidazolidin-1-yl)benzoate

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   FiltrationThe solid was filtered off
2. 2
   Autrethe solvent was removed in vacuum
3. 3
   workup.DISSOLUTIONThe crude product was dissolved in dichloromethane
4. 4
   Autrepurified on ISCO system (30% EtOAc in dichloromethane)
5. 5
   Autreto give a pure product as a white crystalline (5.48 g, 75%)

Mode opératoire

Methyl 4-(3-(2-chloroethyl)ureido)benzoate (8.5 g, 33.1 mmol) was then stirred in N,N-dimethylformamide (80 ml) with K2CO3 (2.3 g, 16.7 mmol) at room temperature for 12 hours. The solid was filtered off and the solvent was removed in vacuum. The crude product was dissolved in dichloromethane and purified on ISCO system (30% EtOAc in dichloromethane) to give a pure product as a white crystalline (5.48 g, 75%): 1H NMR (400 MHz, CDCl3) δ 8.00 (d, 2H), 7.62 (d, 2H), 4.90 (br s, 1H), 3.97 (dd, 2H), 3.90 (s, 3H), 3.60 (dd, 2H). MS (ESI) m/z: Calculated: 220.08; Observed: 221.10 (M++1).

Source