Formaldehyde → HCID 23329829, compound

HRID 1447908Notes

Reaction equation

HRID 1447908 reaction equation
Cl.CNC.C=O.[C:7]([O:10][C:11](=O)[CH3:12])(=O)[CH3:8].[F:14][C:15]([F:32])([F:31])[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]2[N:27]3[N:28]=[CH:29]C=[C:26]3[N:25]=[CH:24][CH:23]=2)[CH:17]=1>>[CH2:7]([O:10][CH2:11][C:12]1[CH:29]=[N:28][N:27]2[C:22]([C:18]3[CH:17]=[C:16]([C:15]([F:32])([F:14])[F:31])[CH:21]=[CH:20][CH:19]=3)=[CH:23][CH:24]=[N:25][C:26]=12)[CH3:8]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 7918Acetic AnhydrideHCID 10473Dimethylamine, hydrochlorideHCID 197562037-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine

Product 1

HCID 23329829HCID 23329829, compound

Procedure

A mixture of 2.15 g. of dimethylamine hydrochloride, 1.5 ml. of 37% formalin, and 10.5 ml. of acetic anhydride is swirled and heated gently until the reaction mixture becomes homogeneous. To the mixture is added 2.63 g. of 7-(α,α,α-trifluoro-m-tolyl) pyrazolo[1,5-a]pyrimidine and the reaction mixture is heated for 2 hours on a steam bath. The reaction mixture is evaporated to dryness and acetone is added and briefly refluxed and evaporated to dryness again. Water is added and the mixture extracted with methylene chloride. The residue, on evaporation of the solvent, when recrystallized from ethanol gave the product, m.p. 110°-111° C.

Workup

  1. additionA mixture of 2.15 g
  2. temperatureheated gently until the reaction mixture
  3. additionTo the mixture is added 2.63 g
  4. customThe reaction mixture is evaporated to dryness and acetone
  5. additionis added
  6. temperaturebriefly refluxed
  7. customevaporated to dryness again
  8. additionWater is added
  9. extractionthe mixture extracted with methylene chloride
  10. customThe residue, on evaporation of the solvent, when
  11. customrecrystallized from ethanol
  12. customgave the product, m.p. 110°-111° C.

Sources & evidence

ORD record
ord-fceaee15898142d28c6a09be5c8b63d2
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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