Sodium Hydroxide → HCID 178423989, compound

Participants

Reaction Steps

A mixture of 2,3-toluenediamine (12.45g, 0.102 mol)(5N HCl 40. 8ml, 0.204 mol) and cyanoguanidine (8.60g, 0.102 mol) was heated on a steam bath for 1 hour. The hot solution was then basified with 40% sodium hydroxide and allowed to cool. The resulting gummy material which separated was extracted into ether. The combined ether extracts were dried (Na2SO4) and treated with ethereal hydrogen chloride to give a pink precipitate (25.55g) m.p. 213°-222°C. This crude product was recrystallised from ethanol/ether. A first crop (14.90g), m.p. 236°-238°C. which contained some unreacted 2,2-toluenediamine was obtained but a second crop (5.00g) of colourless microcrystals m.p. 249°-250°C crystallised as pure 2-guanidino-4-methylbenzimidazole dihydrochloride monohydrate.

Provenance & Evidence