Water → HCID 18929425, compound

HRID 1598526Notes

Reaction equation

HRID 1598526 reaction equation
CS[S:3][CH3:4].N(OC(C)(C)C)=O.N[C:13]1[C:17]([Cl:18])=[C:16]([C:19]2[C:24]([Cl:25])=[CH:23][C:22]([C:26]([F:29])([F:28])[F:27])=[CH:21][C:20]=2[Cl:30])[N:15]([CH3:31])[N:14]=1.O>C(Cl)Cl>[Cl:18][C:17]1[C:13]([S:3][CH3:4])=[N:14][N:15]([CH3:31])[C:16]=1[C:19]1[C:24]([Cl:25])=[CH:23][C:22]([C:26]([F:28])([F:27])[F:29])=[CH:21][C:20]=1[Cl:30]

Participants

6

Reactant 4

HCID 962WaterHCID 10906Tert-Butyl nitriteHCID 12232Dimethyl DisulfideHCID 18929396HCID 18929396, compound

Product 1

HCID 18929425HCID 18929425, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dimethyl disulfide (0.14 ml) and 0.2 ml of tert-butyl nitrite were added dropwise to a solution of 0.2 g of 3-amino-4-chloro-5-(2,6-dichloro-4-trifluoromethylphenyl)-1-methylpyrazole (18) in 5 ml of dry methylene chloride with ice cooling. The mixture was stirred at 0° C. for 30 minutes and thereafter poured into water, followed by extraction with chloroform. The organic layer was washed with brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue obtained was purified by column chromatography on silica gel, giving 0.2 g of the desired compound in the form of a light brown oil (quantitative yield).

Workup

  1. extractionfollowed by extraction with chloroform
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue obtained
  6. customwas purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-42af2326231d421e88ac7bb98e2c77c7
Source dataset
uspto-grants-1998_04
Patent number
US05739083

Reaction notes

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