Sodium Hydroxide → HCID 178423418, compound

HRID 1581139Notes

Reaction equation

HRID 1581139 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([CH3:9])[C:3]=1[CH3:10].[C:11]([NH:13][C:14]([NH2:16])=[NH:15])#N.[OH-].[Na+]>Cl>[CH3:10][C:3]1[C:2]2[NH:1][C:11]([NH:13][C:14]([NH2:16])=[NH:15])=[N:8][C:7]=2[CH:6]=[CH:5][C:4]=1[CH3:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 5210773,4-Dimethylbenzene-1,2-diamineHCID 178418324HCID 178418324, compound

Product 1

HCID 178423418HCID 178423418, compoundYield 38.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3,4-Diamino-o-xylene (6.80 g 0.05 mol) and cyanoguanidine (4.20g 0.05 mol) were refluxed together for 2 hours in 5N hydrochloric acid (20 ml). The hot reaction mixture was basified with excess 40% sodium hydroxide and the resulting precipitate filtered, washed with water and dried. Recrystallisation from aqueous ethanol gave 4,5-dimethyl-2-guanidinobenzimidazole (3.89 g, 38%) as pale brown microcrystals m.p. 122°-124°C.

Workup

  1. filtrationthe resulting precipitate filtered
  2. washwashed with water
  3. customdried
  4. customRecrystallisation from aqueous ethanol

Sources & evidence

ORD record
ord-fa6c7fec735d417d9766b4d5d3e8f9a8
Source dataset
uspto-grants-1976_01
Patent number
US03935314

Reaction notes

Loading…