Dimethylformamide → HCID 178433322, compound

HRID 615362Notes

Reaction equation

HRID 615362 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[CH3:12][N:13](C)[CH:14]=[O:15]>>[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:14]([NH:13][CH2:12][CH2:9][S:8][CH2:7][C:6]1[NH:5][CH:4]=[N:3][C:2]=1[CH3:1])=[O:15]

Participants

3

Reactant 2

HCID 6228Dimethylformamide2×HCID 178433288HCID 178433288, compound

Product 1

HCID 178433322HCID 178433322, compound

Procedure

A mixture of 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (1.6 g.) and 1,1-carbonyl di-imidazole (0.5 g.) in dimethyl formamide (12 ml.) was heated to reflux temperature whereupon the mixture solidified. After cooling, a small quantity of dimethyl formamide was added and the slurry was filtered to give the solid product which was washed with water, ethanol and ether and finally recrystallised from dimethyl formamide. Yield 0.5 g., m.p. 230°-234°.

Workup

  1. temperaturewas heated
  2. temperatureto reflux temperature whereupon the mixture
  3. temperatureAfter cooling
  4. filtrationthe slurry was filtered
  5. customto give the solid product which
  6. washwas washed with water, ethanol and ether
  7. customfinally recrystallised from dimethyl formamide

Sources & evidence

ORD record
ord-cfe726e97fd04d02b94b5dd54638479b
Source dataset
uspto-grants-1985_02
Patent number
US04499101

Reaction notes

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