Hydroxyamine hydrochloride → HCID 136359213, compound

HRID 652836Notes

Reaction equation

HRID 652836 reaction equation
[Cl:1][C:2]1[C:16]([Cl:17])=[C:15]([OH:18])[CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])=O.Cl.[NH2:20][OH:21]>N1C=CC=CC=1>[Cl:1][C:2]1[C:16]([Cl:17])=[C:15]([OH:18])[CH:14]=[CH:13][C:3]=1[C:4](=[N:20][OH:21])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 13015711HCID 13015711, compound

Product 1

HCID 136359213HCID 136359213, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 31.8 g of 2,3-dichloro-4-hydroxy-2'-fluoro-benzophenone and 15.3 g of hydroxylamine hydrochloride in 150 ml of pyridine is refluxed for 64 hours. Thereafter the pyridine is evaporated under vacuum and a 5% aqueous hydrochloric acid solution is added. The acidified solution is extracted with ethyl acetate and the combined extracts are dried before being concentrated to dryness. The resulting solid is recrystallized from an aqueous ethanol solution to yield the product 2,3-dichloro-4-hydroxy-2'-fluorobenzophenone oxime with a melting point of 168° to 175° C.

Workup

  1. customThereafter the pyridine is evaporated under vacuum
  2. additiona 5% aqueous hydrochloric acid solution is added
  3. extractionThe acidified solution is extracted with ethyl acetate
  4. customthe combined extracts are dried
  5. concentrationbefore being concentrated to dryness
  6. customThe resulting solid is recrystallized from an aqueous ethanol solution

Sources & evidence

ORD record
ord-24ff13cc54044c5f99696dc997e7d780
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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