Formaldehyde → HCID 19786514, compound

HRID 1657162Notes

Reaction equation

HRID 1657162 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([N:12]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)[NH:13]2)=[O:11])=[CH:5][CH:4]=1.[CH2:32]=O>C(O)=O>[O:11]=[C:10]1[N:12]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]([C:23]3[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=3)[N:13]2[CH2:32][N:9]1[C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:30])[F:31])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 19786515HCID 19786515, compound

Product 1

HCID 19786514HCID 19786514, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To 1.0 g (2.2 mmole) of N-(4-trifluoromethylphenyl)-3-(4-chlorophenyl)-4-phenyl-2,3,4,5-tetrahydro-1H-pyrazole-1-carboxamide in 5 ml of formic acid was added 0.57 g of formalin. The mixture was heated at reflux for 30 minutes and then partitioned between dichloromethane and water. The organic layer was washed with water and brine and then dried over anhydrous magnesium sulfate. Filtration, concentration in vacuo, and chromatography on silica gel using diethyl ether and hexanes gave the expected compound, mp 184°-187° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 30 minutes
  3. custompartitioned between dichloromethane and water
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationFiltration, concentration in vacuo, and chromatography on silica gel

Sources & evidence

ORD record
ord-f03f1640b4724c8abb9e84d3be6de0ee
Source dataset
uspto-grants-1993_10
Patent number
US05256670

Reaction notes

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