HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Bromo-3-chloropyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Product | 5-Bromo-3-chloropyridin-2-amine | HCID 12370669 | 95.4% |
Reaction Steps
To produce 2-amino-3-chloro-5-bromopyridine, chlorine is slowly introduced in the course of 8 hours at about 50° C. into a solution of 25 parts of 2-amino-5-bromopyridine in 70 parts of concentrated hydrochloric acid. After complete reaction, the solution is poured into ice-water, and the unreacted chlorine is decomposed with sodium bisulphite. Whilst ice is added, the solution is adjusted at 15° with 30% sodium hydroxide solution to pH 8 and subsequently stirred for one hour; the precipitate is then filtered off and washed with water. Recrystallisation from cyclohexane yields 28.5 parts (95.4% of theory) of 2-amino-3-chloro-5-bromopyridine in the form of white needles, m.p. 94°-96° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04033975 |
| Source dataset | uspto-grants-1977_07 |
| ORD ID | ord-84d6022fc80a4243817b83f98cb4fe81 |
| Source note | uspto-grants-1977_07 |