2-Imidazolidinone, 4-ethyl-4-methyl-5-thioxo- → 4-(2-Dimethylaminobenzylthio)-5-ethyl-5-methyl-3-imidazolin-2-one

HRID 3243Notes

Reaction equation

HRID 3243 reaction equation
Cl.[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]Cl.[CH2:13]([C:15]1([CH3:22])[NH:19][C:18](=[O:20])[NH:17][C:16]1=[S:21])[CH3:14]>>[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][S:21][C:16]1[C:15]([CH2:13][CH3:14])([CH3:22])[NH:19][C:18](=[O:20])[N:17]=1

Participants

3

Reactant 2

HCID 30346932-Imidazolidinone, 4-ethyl-4-methyl-5-thioxo-HCID 135374262-(chloromethyl)-N,N-dimethylaniline hydrochloride

Product 1

HCID 189348914-(2-Dimethylaminobenzylthio)-5-ethyl-5-methyl-3-imidazolin-2-one

Procedure

In the present Example, 2.3 g of 2-dimethylaminobenzylchloride hydrochloride and 1.5 g of 5-ethyl-5-methyl-4-thiohydantoin were reacted following the procedure used in Example 36. Crystallization from diethyl ether-n-hexane gave the desired compound in the form of a needle-like crystal. The yield of this compound was 1.9 g with a yield ratio of 68.6%, and the melting point was 111°-113° C.

Workup

  1. customCrystallization from diethyl ether-n-hexane

Sources & evidence

ORD record
ord-7b3987398bb64abd9f359af3d6a7e88d
Source dataset
uspto-grants-1998_03
Patent number
US05733922

Reaction notes

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