Ammonium Chloride → HCID 86725869, compound

To a stirred suspension of NH4Cl (3.58 g, 66.37 mmol) in dry toluene (100 mL) was added trimethyl aluminium (2M in toluene, 33.18 mL, 66.37 mmol) at 5° C., then the mixture was warmed to room temperature and stirred for 2 h. A solution of (2-bromo-5-methoxy-phenyl)-acetonitrile (136) (5 g, 22.12 mmol) in toluene (25 mL) was added to the above reaction mixture and the mixture was then stirred for 14 h at 80° C. After completion of the reaction, it was quenched with a suspension of silica gel in chloroform and the reaction mixture was stirred for half an hour at room temperature and filtered through a sintered funnel, the silica gel was washed with methanol and the combined filtrate was concentrated under reduced pressure to get 2-(2-bromo-5-methoxyphenyl)-acetamidine hydrochloride salt as a crude product (137) (4 g, 74.37%) a as white solid.

1. stirringthe mixture was then stirred for 14 h at 80° C
2. customAfter completion of the reaction, it
3. customwas quenched with a suspension of silica gel in chloroform
4. stirringthe reaction mixture was stirred for half an hour at room temperature
5. filtrationfiltered through a sintered funnel
6. washthe silica gel was washed with methanol
7. concentrationthe combined filtrate was concentrated under reduced pressure

ORD record

ord-8d2cd27285a340bf9caff3bf024ce378

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09045486B2