Hydrochloric Acid → HCID 22675496, compound

Stannous chloride dihydrate (22.5 g, 0.1M) was added in one portion to a stirred mixture of N-ethyl-5-bromo-2-nitrobenzylamine (8.5 g, 32.8 mmol) and 36% hydrochloric acid (20 ml, 0.22M) in ethanol (250 ml) at ambient temperature. There was an exothermic reaction (50° C.) and a yellow solution formed, which was stirred for 1 hour allowing it to cool. The solvent was evaporated at reduced pressure and the residue dissolved in ethanol (100 ml) and stirred while diluting with ether (200 ml) until crystallisation occurred. The yellow solid was filtered off and washed with ether to give N-ethyl-5-bromo-2-aminobenzylamine as a salt, from which the free base was isolated by stirring with 2N sodium hydroxide solution (150 ml) and extracting into ether. The organic layer was dried over anhydrous magnesium sulphate and evaporated to give an oil (4.2 g).

1. customan exothermic reaction (50° C.)
2. customa yellow solution formed
3. temperatureto cool
4. customThe solvent was evaporated at reduced pressure
5. dissolutionthe residue dissolved in ethanol (100 ml)
6. stirringstirred
7. additionwhile diluting with ether (200 ml) until crystallisation
8. filtrationThe yellow solid was filtered off
9. washwashed with ether

ORD record

ord-6c535043ddcb449f803eb54be05f2d65

Source dataset

uspto-grants-2004_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06787562B2