Salicylaldehyde → 3-Salicylideneamino-1-(2-pyridyl)-2-pyrazoline

HRID 1589666Notes

Reaction equation

HRID 1589666 reaction equation
[NH2:1][C:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:3]=1.[CH:13](=O)[C:14]1[C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)[OH:16]>CO>[CH:13](=[N:1][C:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:3]=1)[C:14]1[C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)[OH:16]

Participants

4

Reactant 2

HCID 6998SalicylaldehydeHCID 134966252-(3-Amino-2-pyrazolin-1-yl)pyridine

Product 1

HCID 1361510013-Salicylideneamino-1-(2-pyridyl)-2-pyrazoline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Amino-1-(2-pyridyl)-2-pyrazoline (1.6 g) and salicylaldehyde (1.2 g) were dissolved together with methanol (16 ml). The resulting solution was heated to reflux and after about 15 minutes a crystalline solid separated. After another 15 minutes at reflux the suspension was cooled and the separated 3-salicylideneamino-1-(2-pyridyl)-2-pyrazoline was re-crystallized from methanol m.p. 242°-243° (yield 500 mg).

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux and after about 15 minutes a crystalline solid
  3. customseparated
  4. temperatureAfter another 15 minutes at reflux the suspension
  5. temperaturewas cooled
  6. customthe separated 3-salicylideneamino-1-(2-pyridyl)-2-pyrazoline was re-crystallized from methanol m.p. 242°-243° (yield 500 mg)

Sources & evidence

ORD record
ord-c6bf792821cb4f62a37ed934ad504742
Source dataset
uspto-grants-1986_02
Patent number
US04572913

Reaction notes

Loading…