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

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.).

1. temperaturethe mixture heated at 90° for 18 hours
2. customThe resulting solution was evaporated
3. extractionthe residue extracted with hot EtOH
4. customThe EtOH extracts were evaporated
5. extractionthe residue extracted with EtOAc
6. customto give a colourless oil which
7. additiona mixture of isomers
8. customThese were separated on a column of silica gel

ORD record

ord-849e3ee690d8430985de6a2face9a3d1

Source dataset

uspto-grants-1984_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04460584