4-Cyanobenzaldehyde → 3-[2-(4-Cyanobenzylidene)-1-methylhydrazino]-5-methyl-6phenyl-1,2,4-triazine

HRID 2290336Notes

Reaction equation

HRID 2290336 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([N:14]([CH3:16])[NH2:15])[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:17]([C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1)#[N:18]>Cl.CO>[C:17]([C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[N:15][N:14]([C:4]2[N:5]=[N:6][C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[C:2]([CH3:1])[N:3]=2)[CH3:16])=[CH:21][CH:20]=1)#[N:18]

Participants

5

Reactant 2

HCID 660424-CyanobenzaldehydeHCID 20232021HCID 20232021, compound

Product 1

HCID 704553513-[2-(4-Cyanobenzylidene)-1-methylhydrazino]-5-methyl-6phenyl-1,2,4-triazineYield 87.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Procedure

6N-Hydrochloric acid (1 drop) was added to a stirred solution of 5-methyl-3-(1-methylhydrazino)-6-phenyl-1,2,4-triazine (0.71 g) and 4-cyanobenzaldehyde (0.44 g) in methanol (5 ml) at room temperature and then the stirring was continued for 5 minutes. The mixture was evaporated under reduced pressure, the residue was triturated with diethyl ether, and the precipitates were collected by filtration to give 3-[2-(4-cyanobenzylidene)-1-methylhydrazino]-5-methyl-6phenyl-1,2,4-triazine (0.95 g).

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. customthe residue was triturated with diethyl ether
  3. filtrationthe precipitates were collected by filtration

Sources & evidence

ORD record
ord-463f52bd4c504510976d9ceb26e68a35
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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