Sodium Hypochlorite → HCID 178493208, compound

HRID 2418248Notes

Reaction equation

HRID 2418248 reaction equation
Cl[O-:2].[Na+].[F:4][C:5]([F:26])([F:25])[C:6]1[CH:24]=[CH:23][C:9]2[NH:10][C:11]([S:13][CH2:14][C:15]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][N:16]=3)=[N:12][C:8]=2[CH:7]=1>C(OCC)(=O)C>[F:26][C:5]([F:4])([F:25])[C:6]1[CH:24]=[CH:23][C:9]2[NH:10][C:11]([S:13]([CH2:14][C:15]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][N:16]=3)=[O:2])=[N:12][C:8]=2[CH:7]=1

Participants

4

Reactant 2

HCID 23665760Sodium HypochloriteHCID 178493199HCID 178493199, compound

Product 1

HCID 178493208HCID 178493208, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

600 ml of a 1.5% strength aqueous sodium hypochlorite solution are added within 3 minutes at 10° C. with vigorous stirring to a solution of 16.2 g (0.048 mole) of 5-trifluoromethyl-2-[(4-methoxy-2-pyridylmethyl)thio]-(1H)-benzimidazole in 960 ml of ethyl acetate. The mixture is then stirred for a further 2 minutes. The organic phase is separated off and is washed with 100 ml of distilled water. The aqueous phase is adjusted to pH 7-8 by addition of glacial acetic acid and is then extracted three times with ethyl acetate. The extracts are washed with water and the combined organic phases are then concentrated to a volume of 100 ml and cooled in an ice bath. The precipitate which has separated out is filtered off with suction and washed with cold ethyl acetate. Yield: 13.2 g of m.p. 166° C. (decomposition).

Workup

  1. customThe organic phase is separated off
  2. washis washed with 100 ml of distilled water
  3. additionThe aqueous phase is adjusted to pH 7-8 by addition of glacial acetic acid
  4. extractionis then extracted three times with ethyl acetate
  5. washThe extracts are washed with water
  6. concentrationthe combined organic phases are then concentrated to a volume of 100 ml
  7. temperaturecooled in an ice bath
  8. customThe precipitate which has separated out
  9. filtrationis filtered off with suction
  10. washwashed with cold ethyl acetate

Sources & evidence

ORD record
ord-3161bf00f1c445f09e9f2e4a1df63353
Source dataset
uspto-grants-1984_09
Patent number
US04472409

Reaction notes

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