Ammonium Chloride → 612511-67-8

Temperature

155 °C

A solution of 1-methyl-1H-1,2,3-triazole-4-carboxamide (Bull. Chem. Soc. Jap. (1972), 45(8), 2577-9) (0.050 g) in bis(2-methoxyethyl)ether (diglyme, 2 ml) was treated with lithium borohydride (0.0264 g) and heated to reflux (oil bath 155° C.). Methanol (0.18 ml) was added dropwise in two portions after 5 min and 35 min, and the mixture heated under reflux for 1.5 h with stirring under nitrogen. Saturated aqueous ammonium chloride (0.2 ml) was added dropwise to the cooled mixture, and the mixture was diluted with methanol (2 ml). The solution was applied directly to an Isolute SCX ion exchange cartridge (5 g) (pre-eluted with methanol) and eluted with methanol followed by 10% 0.880 ammonia in methanol. The ammonia in methanol fraction was evaporated to low volume (ca. 1 ml), acidified with 4N hydrogen chloride in 1,4-dioxane (1 ml), and evaporated to dryness in vacuo to give the title compound (0.030 g).

1. temperatureheated
2. temperaturethe mixture heated
3. temperatureunder reflux for 1.5 h
4. washThe solution was applied directly to an Isolute SCX ion exchange cartridge (5 g) (pre-eluted with methanol)
5. washeluted with methanol
6. customThe ammonia in methanol fraction was evaporated to low volume (ca. 1 ml)
7. customevaporated to dryness in vacuo

ORD record

ord-d3d9131becee4ec497a74d6e11e82b68

Source dataset

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07622464B2