Water → HCID 22021860, compound

HRID 1793403Notes

Reaction equation

HRID 1793403 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=2)[N:5]=[C:4]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[S:22][CH2:23][CH:3]12.C1(Cl)C(Cl)=C(Cl)C(=O)C(=O)C=1Cl.O>CS(C)=O>[O:1]=[C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[CH:14][CH:15]=2)[N:5]=[C:4]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[S:22][CH:23]=[C:3]12

Participants

5

Reactant 3

HCID 962WaterHCID 73252o-ChloranilHCID 22021874HCID 22021874, compound

Product 1

HCID 22021860HCID 22021860, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Crude 4-(3-Oxo-3a,4-dihydro-3H-thiochromeno[4,3-c]pyrazol-2-yl)-benzoic acid (250 mg, 0.77 mmol) was dissolved in dimethyl sulphoxide (6 ml). O-Chloranil (189 mg, 0.77 mmol) was added and the mixture was stirred at room temperature overnight. Water (20 ml) was added and the solids were collected by filtration and washed with water. The filter cake was triturated with toluene, filtered and dried under vacuum. The title compound was isolated as a dark brown solid (230 mg, 0.71 mmol, 92%). LCMS: m/z 323 [M+H]+

Workup

  1. filtrationthe solids were collected by filtration
  2. washwashed with water
  3. customThe filter cake was triturated with toluene
  4. filtrationfiltered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-3c02072ef1c74c44a9c0d13dfd9d66f4
Source dataset
uspto-grants-2006_07
Patent number
US07081456B2

Reaction notes

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