Tert-Butyl nitrite → HCID 136352418, compound

HRID 2301367Notes

Reaction equation

HRID 2301367 reaction equation
N(OC(C)(C)C)=O.N[C:9]1[N:13]([C:14]2[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][C:15]=2[Cl:25])[N:12]=[C:11]([CH:26]=[N:27][OH:28])[C:10]=1[S:29]([CH3:31])=[O:30]>O1CCCC1>[Cl:25][C:15]1[CH:16]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:19]([Cl:20])[C:14]=1[N:13]1[CH:9]=[C:10]([S:29]([CH3:31])=[O:30])[C:11]([CH:26]=[N:27][OH:28])=[N:12]1

Participants

4

Reactant 2

HCID 10906Tert-Butyl nitriteHCID 1363524165-amino-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime

Product 1

HCID 136352418HCID 136352418, compoundYield 12.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tert-butyl nitrite (1.25 g) was added to 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime (2.0 g) in tetrahydrofuran and stirred for 4.5 hours. After evaporation the resulting orange solid was triturated with carbon tetrachloride to give 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime (0.24 g) m.p.239-240° C. Compound 20.

Workup

  1. customAfter evaporation the resulting orange solid
  2. customwas triturated with carbon tetrachloride

Sources & evidence

ORD record
ord-afcbf2be9e7c4659b0a45d9679bf9d39
Source dataset
uspto-grants-2002_12
Patent number
US06500850B2

Reaction notes

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