Sodium Carbonate → HCID 178513409, compound

HRID 2301369Notes

Reaction equation

HRID 2301369 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17](C=O)=[C:16]([S:20][C:21]([F:24])([F:23])[F:22])[C:15]([C:25]#[N:26])=[N:14]1.Cl.[NH2:28][OH:29].[C:30](=[O:33])([O-])[O-].[Na+].[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17]([CH:30]=[O:33])=[C:16]([S:20][C:21]([F:22])([F:24])[F:23])[C:15]([C:25](=[NH:26])[NH:28][OH:29])=[N:14]1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 118120983-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-formyl-4-trifluoromethylthiopyrazole

Product 1

HCID 178513409HCID 178513409, compoundYield 8.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

To a stirred solution of 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-formyl-4-trifluoromethylthio-1H-pyrazole-3-carbonitrile (3.0 g) in ethanol was added a solution of hydroxylamine hydrochloride (0.46 g) and sodium carbonate (0.9 g) in water. After 1 hour the mixture was poured into water, extracted (ethyl ether), dried (sodium sulfate) and evaporated. Purification by column chromatography on silica gel gave 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-formyl-N-hydroxy-4-trifluoromethylthio-1H-pyrazole-3-carboximidamide (0.255 g), m.p.72-75° C. Compound 22.

Workup

  1. extractionextracted (ethyl ether)
  2. dry with materialdried (sodium sulfate)
  3. customevaporated
  4. customPurification by column chromatography on silica gel

Sources & evidence

ORD record
ord-3c001f49a5ff48508c8616eaf6762654
Source dataset
uspto-grants-2002_12
Patent number
US06500850B2

Reaction notes

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