4-Pyridinecarboxaldehyde → HCID 53955194, compound

HRID 647782Notes

Reaction equation

HRID 647782 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH2:17][C:16]([CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:15][CH2:14][CH:13]=2)=[N:5][C:4]([NH2:24])=[N:3]1.[N:25]1[CH:30]=[CH:29][C:28]([CH:31]=O)=[CH:27][CH:26]=1>C1C=CC=CC=1>[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH2:17][C:16]([CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:15][CH2:14][CH:13]=2)=[N:5][C:4]([N:24]=[CH:31][C:28]2[CH:29]=[CH:30][N:25]=[CH:26][CH:27]=2)=[N:3]1

Participants

4

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 12918742HCID 12918742, compound

Product 1

HCID 53955194HCID 53955194, compoundYield 29.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A stirred solution of 1-methyl-N5 -[3-[[5-(1-pyrrolidinylmethyl)-1,4-cyclohexadien-1-yl]oxy]propyl]-1H-1,2,4-triazole-3,5-diamine (0.95 g) and 4-pyridinecarboxaldehyde (0.35 g) in benzene (30 ml) was heated under reflux in a Dean-Stark separator for 30 h. The solution was evaporated in vacuo to give a solid which was recrystallised from ethyl acetate (10 ml) to afford the title compound as a yellow solid (0.35 g). m.p. 166°-167° C.

Workup

  1. temperatureunder reflux in a Dean-Stark separator for 30 h
  2. customThe solution was evaporated in vacuo
  3. customto give a solid which
  4. customwas recrystallised from ethyl acetate (10 ml)

Sources & evidence

ORD record
ord-5ed39b94502942b690a380992c5f8fed
Source dataset
uspto-grants-1983_10
Patent number
US04410523

Reaction notes

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