Ammonium Chloride → HCID 178428375, compound

Participants

Reaction Conditions

Reaction Steps

[4-(3-Isopropyl-4-methoxy-phenoxy)-3,5-dimethyl-phenyl]-(1H-tetrazol-5-yl)-amine was prepared from 4-(3-isopropyl-4-methoxy-phenoxy)-3,5-dimethyl-phenyl-cyanamide according to a procedure analogous to that described in EXAMPLE 1, Step C. Sodium azide (1.2 equiv) and ammonium chloride (10.0 equiv) were used, and the reaction was heated to 165° C. for 5 hours. After the reaction had been acidified, the mixture was extracted with ethyl acetate (3×10 ml). The combined organic extracts were washed with 1N HCl (3×50 ml) and brine (1×50 ml). The organic phase was dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by preparative TLC (methanol:water:dichloromethane 10:0.5:89.5) to afford the title product of Step C. MS (APCI+) Calc.: 353.4, Found: 354.1 (M+1).

Provenance & Evidence