1,1'-Thiocarbonyldiimidazole → HCID 20438543, compound

HRID 1979713Notes

Reaction equation

HRID 1979713 reaction equation
[NH2:1][CH2:2][C:3]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])([OH:10])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.[C:19](N1C=CN=C1)(N1C=CN=C1)=[S:20]>O1CCCC1>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[C:3]1([CH2:4][N:5]2[CH:9]=[N:8][CH:7]=[N:6]2)[O:10][C:19](=[S:20])[NH:1][CH2:2]1

Participants

4

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 147065211-[3-Amino-2-(2,4-dichlorophenyl)-2-hydroxyprop-1-yl]-1H-1,2,4-triazole

Product 1

HCID 20438543HCID 20438543, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the amine (A) (1 g, 3.48 mmole) and 1,1'-thiocarbonyldiimidazole (0.62 g, 3.48 mmole) in tetrahydrofuran (20 ml) was stirred at room temperature for one hour. The solvent was then evaporated and the residue was chromatographed on silica (230-400 mesh), eluting with ethyl acetate. One recrystallization from ethanol gave the pure title compound, 0.65 g (57%), as a white solid, m.p. 232°-235° C.

Workup

  1. customThe solvent was then evaporated
  2. customthe residue was chromatographed on silica (230-400 mesh)
  3. washeluting with ethyl acetate
  4. customOne recrystallization from ethanol

Sources & evidence

ORD record
ord-23b41793dcd54c64abad5d071a965712
Source dataset
uspto-grants-1984_11
Patent number
US04482558

Reaction notes

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