2-Bromo-1-(4-hydroxyphenyl)ethanone → Bromide ion

HRID 1683719Notes

Reaction equation

HRID 1683719 reaction equation
NC1N(CCN2CCOCC2)C2C=CC=CC=2N=1.[OH:19][C:20]1[CH:29]=[CH:28][C:23]([C:24](=[O:27])[CH2:25][Br:26])=[CH:22][CH:21]=1>C(Cl)(Cl)Cl.C(OCC)(=O)C>[OH:19][C:20]1[CH:29]=[CH:28][C:23]([C:24](=[O:27])[CH3:25])=[CH:22][CH:21]=1.[Br-:26]

Participants

6

Reactant 2

HCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneHCID 5680111-(2-Morpholin-4-ylethyl)-2-aminobenzimidazole

Product 2

HCID 259Bromide ionHCID 74694'-Hydroxyacetophenone

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-amino-1-(2-morpholinoethyl)benzimidazole (10 mmol, 2.46 g) and 4-hydroxyphenacyl bromide (10 mmol, 2.15 g) (obtained by bromination of parahydroxyacetophenone with cuptic bromide in a mixture of chloroform and ethyl acetate) is heated at reflux for 1 hour in 10 ml of dimethylformamide. After cooling, the mixture is poured into 50 ml of water and rendered alkaline with ammonium hydroxide. The resulting oil is removed and treated with water. The crystallised residue is filtered, dried, and recrystallised from ethanol.

Sources & evidence

ORD record
ord-fbf72edcbdf84c8588c19e90bbd2b9b4
Source dataset
uspto-grants-1997_06
Patent number
US05639756

Reaction notes

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