Hydroxyamine hydrochloride → HCID 136393692, compound

HRID 652918Notes

Reaction equation

HRID 652918 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]=[C:8]([F:12])[CH:7]=1)=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]=[C:8]([F:12])[CH:7]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 20150508HCID 20150508, compound

Product 1

HCID 136393692HCID 136393692, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5 g of 2,3-dichloro-4-hydroxy-3'-fluorobenzophenone in 50 ml of pyridine, 1.58 g of hydroxylamine hydrochloride is added. The mixture is refluxed for 18 hours. The pyridine is evaporated in vacuo and the residue is partitioned between 5% HCl and ethylacetate. The ethylacetate is washed with water, dried over Na2SO4 and evaporated to give 2,3-dichloro-4-hydroxy-3'-fluorobenzophenone oxime as a mixture of isomers, mp 178°-185° C.

Workup

  1. temperatureThe mixture is refluxed for 18 hours
  2. customThe pyridine is evaporated in vacuo
  3. customthe residue is partitioned between 5% HCl and ethylacetate
  4. washThe ethylacetate is washed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated

Sources & evidence

ORD record
ord-91b7e2505b5d4390a281c5eb07c468da
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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