Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178474361 | HCID 178474361 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19864500 | HCID 19864500 | 80% |
Reaction Steps
A mixture of 12.56 g (0.05 mole) of 3-acetamido-7-chloro-4-mercapto-quinoline and 120 g of polyphosphoric acid is heated to 140°-160° C. The reaction mixture is stirred at this temperature for 2 hours, cooled to 90° C., whereupon 700 ml of water are added under vigorous stirring. When the reaction mixture has cooled to 20° C., it is made alkaline by adding a sodium hydroxide solution. The resulting mixture comprising a precipitate is extracted three times with 150 ml of chloroform each. The chloroform layers are united and evaporated to 60 ml, whereupon 300 ml of ethanol are added. 9.3 g of 7-chloro-2-methyl-thiazolo[4,5-c]quinoline are obtained in the form of needle crystals. Yield 80%, m.p.: 181°-183° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04904669 |
|---|
| Source dataset | uspto-grants-1990_02 |
|---|
| ORD ID | ord-f1916c1da4674d9e9b88060a3c09d428 |
|---|
| Source note | uspto-grants-1990_02 |
|---|