HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 4-Amino-5-(4-chloro-2-methoxy-benzoylamino)-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Chloro-o-anisic acid | HCID 93682 | — |
| Reactant | Pyrimidine-4,5-diamine dihydrochloride | HCID 20562693 | — |
| Reactant | 4-Chloro-2-methoxybenzoyl chloride | HCID 22142450 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-Amino-5-(4-chloro-2-methoxy-benzoylamino)-pyrimidine | HCID 20562711 | — |
Reaction Steps
The 4-chloro-2-methoxy-benzoyl chloride prepared from 5.6 g of 4-chloro-2-methoxy-benzoic acid and 100 ml of thionyl chloride was dissolved as crude product in 100 ml of pyridine and mixed successively with 5 g of 4,5-diaminopyrimidine dihydrochloride and 1 g of 4-dimethylamino pyridine. After stirring for at first 2 hours at room termperature and then for 1.5 hours at 100° C., the reaction mixture was evaporated to dryness, mixed with water, and neutralized with sodium bicarbonate. The precipitate obtained was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04299834 |
| Source dataset | uspto-grants-1981_11 |
| ORD ID | ord-f1c433141f824c62825e2d1e77af32cb |
| Source note | uspto-grants-1981_11 |