Hydrochloric Acid → HCID 178435662, compound

HRID 1596345Notes

Reaction equation

HRID 1596345 reaction equation
Br[CH2:2][C:3]([NH:5][C:6]1[C:20]([CH2:21][CH3:22])=[CH:19][CH:18]=[CH:17][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[F:16])=O)=[O:4].Cl.[NH2:24][OH:25].[OH-].[Na+].Cl>C(O)C>[F:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:8]1[C:7]2[CH:17]=[CH:18][CH:19]=[C:20]([CH2:21][CH3:22])[C:6]=2[NH:5][C:3](=[O:4])[CH2:2][N+:24]=1[O-:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 21701263HCID 21701263, compound

Product 1

HCID 178435662HCID 178435662, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
35 °C

Procedure

A mixture of 2-bromoacetylamino-3-ethyl-2′-fluorobenzophenone (12.0 g), hydroxylamine hydrochloride (17.65 g), sodium hydroxide (8.58 g) in ethanol was stirred at 30-40° C. for 4.5 hours. Concentrated aqueous hydrochloric acid (14.8 ml) was added to the reaction mixture, which was stirred at room temperature overnight. The mixture was evaporated in vacuo to afford precipitates. Water was added to the resultant mixture. The precipitate was collected by filtration and washed with water to afford 5-(2-fluorophenyl)-9-ethyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one-4-oxide (9.25 g, 94.2%).

Workup

  1. stirringwas stirred at room temperature overnight
  2. customThe mixture was evaporated in vacuo
  3. customto afford
  4. customprecipitates
  5. additionWater was added to the resultant mixture
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with water

Sources & evidence

ORD record
ord-81ec76e4f45e4a93be8a39ed0084c95a
Source dataset
uspto-grants-2001_09
Patent number
US06291452B1

Reaction notes

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