Dimethylformamide → HCID 178433322, compound

HRID 1763541Notes

Reaction equation

HRID 1763541 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 quanity 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-80594a1032244c43989cf373ae184ba6
Source dataset
uspto-grants-1978_09
Patent number
US04112104

Reaction notes

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