Formaldehyde → HCID 86599993, compound

HRID 2103413Notes

Reaction equation

HRID 2103413 reaction equation
C(=O)([O-])[O-].[K+].[K+].[NH2:7][C:8]1[N:12]([C:13]2[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:15][C:14]=2[Cl:24])[N:11]=[C:10]([C:25]#[N:26])[C:9]=1[S:27][C:28]([F:31])([F:30])[F:29].[CH2:32]=[O:33].O.[CH:35](O)([CH3:37])[CH3:36]>C(OCC)(=O)C>[Cl:24][C:14]1[CH:15]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:17]=[C:18]([Cl:19])[C:13]=1[N:12]1[C:8]([NH:7][CH2:32][O:33][CH2:36][CH2:35][CH3:37])=[C:9]([S:27][C:28]([F:31])([F:30])[F:29])[C:10]([C:25]#[N:26])=[N:11]1

Participants

7

Reactant 5

HCID 712FormaldehydeHCID 962WaterHCID 3776Isopropanol2×HCID 11430Potassium CarbonateHCID 9953940Fipronil sulfide

Product 1

HCID 86599993HCID 86599993, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Potassium carbonate (6.6 g, 47.5 mmol) was added to a solution of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)3-cyano-4-trifluoromethylthiopyrazole (5.0 g, 11.87 mmol) in iso-propanol, and stirred for five minutes before paraformaldehyde (0.75 g) was added. The resulting mixture was stirred at 20C for three days, then diluted with isopropanol (20 ml) and added to water and ethyl acetate. The organic layer was dried (sodium sulfate) and evaporated to give 1-(2,6-dichloro-4-trifluoromethylphenyl-3-cyano-5-1-propyloxymethylamino-4-trifluoromethylthiopyrazole (Compound number 14, 5.3 g).

Workup

  1. additionwas added
  2. dry with materialThe organic layer was dried (sodium sulfate)
  3. customevaporated

Sources & evidence

ORD record
ord-a1731a02701a4220830fa6761be4e15c
Source dataset
uspto-grants-2009_08
Patent number
US07576107B2

Reaction notes

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