Water → HCID 135992558, compound

HRID 429252Notes

Reaction equation

HRID 429252 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21]([CH3:24])(=[O:23])=[O:22].Cl.[NH2:26][OH:27].C(N(CC)CC)C.O>O1CCOCC1>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:16])([F:17])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19](=[N:26][OH:27])[NH2:20])[C:3]=1[S:21]([CH3:24])(=[O:23])=[O:22]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 22618428HCID 22618428, compound

Product 1

HCID 135992558HCID 135992558, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methylsulfonylpyrazole (500 mg, 1.3 mmol) and hydroxylamine hydrochloride (87 mg, 1.3 mmol) were dissolved in 5 ml of dioxane, and then triethylamine (130 mg, 1.3 mmol) was added at room temperature. After the mixture was stirred at room temperature for 5 hours, the reaction mixture was poured into 100 ml of iced water and extracted with 100 ml of ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated to obtain 470 mg (1.1 mmol) of the title compound as a pale pink crystal. Yield 87%.

Workup

  1. extractionextracted with 100 ml of ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5bf2bd6ec13947c1986e2b8902184f9d
Source dataset
uspto-grants-2001_11
Patent number
US06316477B1

Reaction notes

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