p-Toluenesulfonic acid → HCID 22107627, compound

HRID 356827Notes

Reaction equation

HRID 356827 reaction equation
[Br:1][C:2]1[C:3]([N:12]2[C:16]([C:17]([O:22][CH2:23][CH3:24])([O:19][CH2:20][CH3:21])C)=[C:15]([C:25]#[N:26])[CH:14]=[N:13]2)=[N:4][N:5]([CH3:11])[C:6]=1[O:7][CH:8]([F:10])[F:9].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[C:3]([N:12]2[C:16]([CH:17]3[O:22][CH2:23][CH:24]=[CH:21][CH2:20][O:19]3)=[C:15]([C:25]#[N:26])[CH:14]=[N:13]2)=[N:4][N:5]([CH3:11])[C:6]=1[O:7][CH:8]([F:9])[F:10]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 22107626HCID 22107626, compound

Product 1

HCID 22107627HCID 22107627, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3.0 g (7.1 mmol) of 1-(4-bromo-5-difluoromethoxy-1-methyl-3-pyrazolyl)-5-(1,1-diethoxyethyl)-1H-pyrazole-4-carbonitrile are dissolved in 50 ml of toluene, and 6.3 g (71 mmol) of cis-2,3-butene-1,4-diol and a catalytic amount of p-toluenesulfonic acid are then added. The mixture is kept at the boil for half an hour under a water separator, and the cooled solution is washed with sodium chloride solution, dried with magnesium sulfate and concentrated. The residue is purified by column chromatography.

Workup

  1. waitThe mixture is kept at the boil for half an hour under a water
  2. washseparator, and the cooled solution is washed with sodium chloride solution
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue is purified by column chromatography

Sources & evidence

ORD record
ord-90568468ff374ae0832bab0dd04b9954
Source dataset
uspto-grants-1998_11
Patent number
US05840653

Reaction notes

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