Salicylaldehyde → HCID 803891, compound

HRID 1589665Notes

Reaction equation

HRID 1589665 reaction equation
[NH2:1][C:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[N:3]=1.[CH:17](=O)[C:18]1[C:19](=[CH:21][CH:22]=[CH:23][CH:24]=1)[OH:20]>CO>[CH:17](=[N:1][C:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:14])([F:16])[F:15])[CH:8]=2)[N:3]=1)[C:18]1[C:19](=[CH:21][CH:22]=[CH:23][CH:24]=1)[OH:20]

Participants

4

Reactant 2

HCID 6998SalicylaldehydeHCID 477954,5-Dihydro-1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine

Product 1

HCID 803891HCID 803891, compoundYield 51.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-amino-1-(3-trifluoromethylphenyl)-2-pyrazoline (2.29 g) and salicylaldehyde (1.2 g) in methanol (22.9 ml) was heated to reflux for 30 minutes. The resulting semi-solid mass was cooled and then filtered to give an orange-coloured solid which was re-crystallized from ethanol to produce 3-salicylideneamino-1-(3-trifluoromethylphenyl)-2-pyrazoline m.p. 159.1° (yield 1.7 g).

Workup

  1. temperatureto reflux for 30 minutes
  2. temperatureThe resulting semi-solid mass was cooled
  3. filtrationfiltered
  4. customto give an orange-coloured solid which
  5. customwas re-crystallized from ethanol

Sources & evidence

ORD record
ord-7378047d739b4ea190b683dd3d14d141
Source dataset
uspto-grants-1986_02
Patent number
US04572913

Reaction notes

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