Hydrochloric Acid → hydron;2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethanamine;chloride

In 392 g of an aqueous 50 wt % sulfuric acid solution, 8.6 g of 4-methylimidazole 97.6% in purity, 15.7 g of 2-aminoethanethiol sulfuric acid, and 3.8 g of 80 wt % paraformaldehyde were dissolved as kept cooled below 30° C. The resultant mixture was placed in a closed glass-lined autoclave and stirred and heated therein at 120° C. for 10 hours and then at 140° C. for 10 hours. To the resultant reactio solution, 40.0 g of an aqueous 48 wt % sodium hydroxide solution was thoroughly stirred and then left standing at rest for 30 minutes. The upper layer alone was taken out. The oil substance was dissolved in 20.3 g of an aqueous 36 wt % hydrogen chloride solution. The resultant solution was concentrated and dried to hardness and then leached in 88.0 g of 1-propyl alcohol at the boiling point for one hour. The decoction was hot filtered. By drying the residue, there were obtained 18.6 g (84.2% in yield) of white crystals of 4-methyl-5-[(2-aminoethyl)-thiomethyl]-imidazole hydrochloride. The melting point of this product was 184° to 186° C.

1. temperatureas kept cooled below 30° C
2. temperatureheated
3. waitat 140° C. for 10 hours
4. waitleft
5. waitstanding at rest for 30 minutes
6. concentrationThe resultant solution was concentrated
7. customdried to hardness
8. waitleached in 88.0 g of 1-propyl alcohol at the boiling point for one hour
9. customBy drying the residue
10. customthere were obtained

ORD record

ord-132871e67f11470bbd4811478a96d88f

Source dataset

uspto-grants-1990_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04916233