Hydrochloric Acid → HCID 20434988, compound

HRID 1154307Notes

Reaction equation

HRID 1154307 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.C([NH:14][NH:15][C:16]([NH2:18])=[O:17])(=O)C.[ClH:19]>C(O)C>[ClH:19].[NH:15]([C:16]1[O:17][CH:2]=[C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:18]=1)[NH2:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6259Phenacyl bromideHCID 2661492-acetylhydrazinecarboxamide

Product 1

HCID 20434988HCID 20434988, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of α-bromoacetophenone (19.9 g) and acetylsemicarbazide (10.7 g) in ethanol (300 ml), containing 1N hydrochloric acid (1 ml), was refluxed for thirty hours. The solvent was removed in vacuo and the residue was crystallized from ether-ethanol to give 2-hydrazino-4-phenyloxazole hydrochloride. This salt was suspended in an aqueous solution of 10% ammonium hydroxide to give 2-hydrazino-4-phenyloxazole, m.p. 158°-160° C.

Workup

  1. temperaturewas refluxed for thirty hours
  2. customThe solvent was removed in vacuo
  3. customthe residue was crystallized from ether-ethanol

Sources & evidence

ORD record
ord-1ded7daa9b324099bb4ce3130b060fb1
Source dataset
uspto-grants-1984_12
Patent number
US04489084

Reaction notes

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