1,1'-Thiocarbonyldiimidazole → HCID 19806557, compound

HRID 1681393Notes

Reaction equation

HRID 1681393 reaction equation
[NH2:1][C:2]1[C:9]([CH3:10])=[CH:8][C:7]([N:11]2[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]2)=[CH:6][C:3]=1[CH2:4][OH:5].C1N=CN([C:22](N2C=NC=C2)=[S:23])C=1>CC(C)=O>[CH3:10][C:9]1[C:2]2[NH:1][C:22](=[S:23])[O:5][CH2:4][C:3]=2[CH:6]=[C:7]([N:11]2[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]2)[CH:8]=1

Participants

4

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 19806585HCID 19806585, compound

Product 1

HCID 19806557HCID 19806557, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixed solution of 2-amino-3-methyl-5-(4-methylimidazol-1-yl)benzylalcohol (135 mg), N,N'-thiocarbonyldiimidazole (116 mg) and acetone (3.1 ml) was heated under stirring under nitrogen atmosphere for 2 hours. The mixture was distilled under reduced pressure to give a residue. The residue was column chromatographed(chloroform: methanol=30:1) to give 95 mg (59.0%) of the title compound.

Workup

  1. distillationThe mixture was distilled under reduced pressure
  2. customto give a residue
  3. customchromatographed(chloroform: methanol=30:1)

Sources & evidence

ORD record
ord-aa5017bc59ea40b0a0fcdce0d071a00a
Source dataset
uspto-grants-1992_12
Patent number
US05171851

Reaction notes

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