Water → Hydrochloric Acid

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Dichloromethane	HCID 6344	—
Reactant	Boron tribromide	HCID 25134	—
Reactant	HCID 3047307	HCID 3047307	—
Product	Hydrochloric Acid	HCID 313	—
Product	4(1H)-Pyrimidinone, 5-((3-hydroxyphenyl)methyl)-2-((2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)amino)-, dihydrochloride	HCID 3053704	—

Reaction Steps

2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(3-methoxybenzyl)-4-pyrimidone (2.35 g) was suspended in dry dichloromethane (30 ml) and boron tribromide (6.49 g) carefully added. The mixture was stirred in a dry atmosphere overnight. Careful addition of water (30 ml) was followed by separation of the two phases. The aqueous phase was treated in NaHCO3 which precipitated a tacky solid which was repeatedly washed with water until it became solid, when it was filtered and dried. Treatment with ethanolic HCl gave 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-hydroxybenzyl)-4-pyrimidone dihydrochloride, m.p. 142°-144° (ex. ethanol).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04218452
Source dataset	uspto-grants-1980_08
ORD ID	ord-3658ad00e6f640a5a5c7a309e6e0a284
Source note	uspto-grants-1980_08