Hydrochloric Acid → 9-(2-HYDROXY-2-PHENYLETHYL)-2,3-DIHYDROIMIDAZO[1,2-a]BENZIMIDAZOLE HYDROCHLORIDE

HRID 54692Notes

Reaction equation

HRID 54692 reaction equation
[BH4-].[Na+].[CH2:3]([N:12]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N:14]2[CH2:21][CH2:22][N:23]=[C:13]12)[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[ClH:24]>CO>[ClH:24].[OH:5][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][N:12]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N:14]2[CH2:21][CH2:22][N:23]=[C:13]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2851493HCID 2851493, compoundHCID 4311764Sodium borohydride

Product 1

HCID 29000119-(2-HYDROXY-2-PHENYLETHYL)-2,3-DIHYDROIMIDAZO[1,2-a]BENZIMIDAZOLE HYDROCHLORIDE

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add bit by bit 0.3 g (7.5 mmol) of sodium borohydride to a suspension of 1.94 g (7 mmol) of 9-phenacyl-2,3-dihydroimidazo[1,2-a]benzimidazole in 15 ml of methanol over a period of thirty minutes at room temperature. Continue stirring for a further four hours and leave until the next day. Add 10 ml of 10% hydrochloric acid until a pH of 2-3 is obtained and evaporate the methanol. Treat the residue with a solution of ammonium hydroxide and extract with chloroform. Recrystallise from ethanol the residue from extraction.

Workup

  1. customleave until the next day
  2. customis obtained
  3. customevaporate the methanol
  4. additionTreat the residue with a solution of ammonium hydroxide
  5. extractionextract with chloroform
  6. customRecrystallise from ethanol the residue
  7. extractionfrom extraction

Sources & evidence

ORD record
ord-a4b155bb1ef64c039be706a7d6d9d09d
Source dataset
uspto-grants-1997_04
Patent number
US05623073

Reaction notes

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