3-Chloro-1-propanol → HCID 20246948, compound

Participants

Reaction Steps

5-Aminotetrazole (2.1 g.) and 3-chloropropanol (2.1 ml.) were added to aqueous sodium hydroxide (1 g. in 20 ml.) and the mixture heated at 90° for 18 hours. The resulting solution was evaporated and the residue extracted with hot EtOH. The EtOH extracts were evaporated and the residue extracted with EtOAc to give a colourless oil which was a mixture of isomers. These were separated on a column of silica gel using EtOAc/MeOH/aqueous ammonia (s.g. 0.880) 6:1:1 v/v/v as eluant to give 1-(3-hydroxypropyl-5-aminotetrazole as a white solid (0.2 g.) and 2-(3-hydroxypropyl-5-aminotetrazole as a gum (1.0 g.).

Provenance & Evidence