Nitric Acid → HCID 15672162, compound

HRID 1086749Notes

Reaction equation

HRID 1086749 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[C:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[F:21])=[N:8][N:9]([CH3:13])[C:10]=1[S:11][CH3:12].S(=O)(=O)(O)[OH:23]>>[Cl:5][C:6]1[C:7]([C:14]2[CH:19]=[C:18]([N+:1]([O-:4])=[O:2])[C:17]([Cl:20])=[CH:16][C:15]=2[F:21])=[N:8][N:9]([CH3:13])[C:10]=1[S:11]([CH3:12])=[O:23]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 15672358HCID 15672358, compound

Product 1

HCID 15672162HCID 15672162, compoundYield 87.5%

Procedure

A mixture of conc. sulfuric acid (1.65 g) and conc. nitric acid (sp. gr. 1.38, 8.4 mmoles) was added dropwise to a solution of 4-chloro-3-(4-chloro-2-fluorophenyl)-1-methyl-5-methylthio-1H-pyrazole (0.98 g, 3.4 mmoles) in 2 ml conc. sulfuric acid under cooling with ice. After the addition was finished, the reaction mixture was further stirred for 2 hours at room temperature, and allowed to stand overnight. Then the resulting mixture was poured into ice-cold water, and the formed crystals were filtered off, washed successively with water and ether, and dried, crystals (1.04 g) of the title compound, m.p. 151.0° C., yield 87.5%.

Workup

  1. temperatureunder cooling with ice
  2. additionAfter the addition
  3. waitto stand overnight
  4. additionThen the resulting mixture was poured into ice-cold water
  5. filtrationthe formed crystals were filtered off
  6. washwashed successively with water and ether
  7. customdried

Sources & evidence

ORD record
ord-f67d11f6c9b94d3cb21232e30d7ba115
Source dataset
uspto-grants-1991_07
Patent number
US05032165

Reaction notes

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