Thionyl Chloride → 1-(7-Carboxy-7-chloroheptyl)imidazole hydrochloride

HRID 67656Notes

Reaction equation

HRID 67656 reaction equation
[ClH:1].[C:2]([CH:5](O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH:16]=[CH:15][N:14]=[CH:13]1)([OH:4])=[O:3].S(Cl)([Cl:20])=O>>[ClH:20].[C:2]([CH:5]([Cl:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH:16]=[CH:15][N:14]=[CH:13]1)([OH:4])=[O:3]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 12870431HCID 12870431, compound

Product 1

HCID 128705101-(7-Carboxy-7-chloroheptyl)imidazole hydrochloride

Procedure

To 140 mg of 1-(7-carboxy-7-hydroxyheptyl)imidazole hydrochloride (prepared in Example 6(a)) was added dropwise 0.193 ml of thionyl chloride at from 0° C. to 3° C., and the mixture was stirred at room temperature overnight, and concentrated under reduced pressure. Ice was added to the obtained residue, and the mixture was stirred for 5 minutes, and concentrated under reduced pressure. A small amount of water was added to the residue, and insoluble materials were removed off, and the solution thus obtained was concentrated under reduced pressure to give 149 mg of the title compound having the following physical characteristics:

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionIce was added to the obtained residue
  3. stirringthe mixture was stirred for 5 minutes
  4. concentrationconcentrated under reduced pressure
  5. additionA small amount of water was added to the residue, and insoluble materials
  6. customwere removed off
  7. customthe solution thus obtained
  8. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-ea393fbdac5e404c874766adc8e315d9
Source dataset
uspto-grants-1982_08
Patent number
US04346099

Reaction notes

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