Dimethylamine → HCID 20261694, compound

Participants

Reaction Steps

Then, the product sodium salt was made to react with 4-chlorobutyl nitrile (58 g) for 48 hrs at 50° C. to yield 4-(4-nitrophenoxy)butylnitrile (51 g). This nitro compound (16 g) was reduced under pressure of 70 atm in tetrahydrofuran (140 ml) using 5% palladium carbon as a catalyst. Then, with the addition of triethylamine (9.83 g), the product was made-react with chloroacetylchloride (11 g)-yield 4-(3-cyanopropyl)oxychloroacetanilide (18.5 g). The thus obtained chloroacetanilide compound (9.2 g) was nitrated by nitric acid (specific weight 1.42 3.8 ml) in acetic acid (90 ml) and, after a reaction with dimethylamine, the nitrated product as subjected to a reduction under the pressure of 70 atm, followed by a ring closure with heating in xylene (200 ml) to yield 5-[(3-cyanopropyl)oxy]-2-dimethylaminomethylbenzimidazole (5.9 g) as a light brown oil product.

Provenance & Evidence