Acetic Acid → HCID 54509899, compound

HRID 1578487Notes

Reaction equation

HRID 1578487 reaction equation
[NH2:1][N:2]1[CH2:7][CH2:6][N:5]([CH:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH:12]=[C:11]([C:19]#[N:20])[C:10]3[CH:21]=[CH:22][CH:23]=[CH:24][C:9]2=3)[CH2:4][CH2:3]1.[CH3:25][C:26]1[N:31]=[C:30]([CH:32]=O)[CH:29]=[CH:28][CH:27]=1.C(O)(=O)C>CC(O)C>[CH3:32][C:30]1[N:31]=[C:26]([CH:25]=[N:1][N:2]2[CH2:3][CH2:4][N:5]([CH:8]3[C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[CH:12]=[C:11]([C:19]#[N:20])[C:10]4[CH:21]=[CH:22][CH:23]=[CH:24][C:9]3=4)[CH2:6][CH2:7]2)[CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 12338802HCID 12338802, compound

Product 1

HCID 54509899HCID 54509899, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 30 parts of 5-(4-amino-1-piperazinyl)-5H-dibenzo[a,d]cycloheptene-10-carbonitrile, 21 parts of 6-methyl-2-pyridinecarboxaldehyde, 1 part of glacial acetic acid, and 250 parts of 2-propanol is heated at the boiling point under reflux with stirring for 4 hours, then stripped of solvent by vacuum distillation. The residue is crystallized from a mixture of tetrahydrofuran and hexane to give 5-{4-[(6-methyl-2-pyridylmethylene)amino]-1-piperazinyl}-5H-dibenzo[a,d]cycloheptene-10-carbonitrile as light brown crystals melting at 200°-202°.

Workup

  1. temperatureis heated at the boiling point
  2. temperatureunder reflux
  3. distillationstripped of solvent by vacuum distillation
  4. customThe residue is crystallized from a mixture of tetrahydrofuran and hexane

Sources & evidence

ORD record
ord-3569486cf5804eb79994830783c81f40
Source dataset
uspto-grants-1976_02
Patent number
US03937701

Reaction notes

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