2,6-Dimethylbenzaldehyde → 1-(2,6-Dimethylbenzylideneamino)-3-(4-pyridylmethyl)guanidine hydriodide

HRID 262772Notes

Reaction equation

HRID 262772 reaction equation
[IH:1].[NH2:2][NH:3][C:4]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)=[NH:5].[CH3:14][C:15]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:16]=1[CH:17]=O>C(O)(=O)C>[IH:1].[CH3:14][C:15]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:16]=1[CH:17]=[N:2][NH:3][C:4]([NH:6][CH2:7][C:8]1[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=1)=[NH:5]

Participants

4

Reactant 2

HCID 5838412,6-DimethylbenzaldehydeHCID 178506606HCID 178506606, compound

Product 1

HCID 1784247861-(2,6-Dimethylbenzylideneamino)-3-(4-pyridylmethyl)guanidine hydriodide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.93 g. of 1-amino-3-(4-pyridylmethyl)guanidine hydriodide and 1.34 g. of 2,6-dimethylbenzaldehyde in 5 ml. of glacial acetic acid is heated at 100° C. After 2 hours the solidified reaction mixture is triturated with water and filtered. Crystallization from absolute ethanol gives the desired product as colorless granular crystals, m.p. 197°-200° C.

Workup

  1. additionA mixture of 2.93 g
  2. customAfter 2 hours the solidified reaction mixture is triturated with water
  3. filtrationfiltered
  4. customCrystallization from absolute ethanol

Sources & evidence

ORD record
ord-6daa0316320243bdb983651b3732a119
Source dataset
uspto-grants-1979_05
Patent number
US04154947

Reaction notes

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