Hydrochloric Acid → HCID 15099437, compound

HRID 1706380Notes

Reaction equation

HRID 1706380 reaction equation
[CH2:1]([N:8]1[C:12]([CH2:13][C:14]([OH:16])=[O:15])=[C:11]([Cl:17])[N:10]=[C:9]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:25](O)[CH3:26]>>[CH2:1]([N:8]1[C:12]([CH2:13][C:14]([O:16][CH2:25][CH3:26])=[O:15])=[C:11]([Cl:17])[N:10]=[C:9]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 1920381-Benzyl-4-chloro-2-phenylimidazole-5-acetic acid

Product 1

HCID 15099437HCID 15099437, compound

Procedure

In 100 ml of ethanol was dissolved 6.53 g of 1-benzyl-2-phenyl-4-chloroimidazole-5-acetic acid and under ice-cooling, hydrogen chloride was introduced until saturation. The solution was further stirred at room temperature overnight. The reaction mixture was concentrated to dryness under reduced pressure and the concentrate was run onto a column of 200 g silica gel, elution being carried out with benzene-chloroform (1:1). By the above procedure was obtained 2.28 g of 1-benzyl-2-phenyl-4-chloro-5-ethoxycarbonylmethylimidazole as crude crystals, which were then recrystallized from diethyl ether-hexane. Colorless needles, m.p. 72°-73° C.

Workup

  1. temperatureunder ice-cooling
  2. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  3. washthe concentrate was run onto a column of 200 g silica gel, elution

Sources & evidence

ORD record
ord-a124f841e7b4426d9cd426dc67a49c77
Source dataset
uspto-grants-1980_06
Patent number
US04207324

Reaction notes

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