HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(5-Nitro-2-thienyl)thio-5-chloropyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Bromo-5-nitrothiophene | HCID 83222 | — |
| Reactant | 5-Chloro-2(1H)-pyrimidinethione | HCID 7140345 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-Nitro-2-thienyl)thio-5-chloropyrimidine | HCID 20475756 | 63% |
Reaction Steps
A mixture of 5-chloropyrimidine-2-thione (7.5 mmol), triethylamine (9 mmol) and 2-bromo-5-nitrothiophene (9 mmol) in dichloromethane (50 ml) was stirred at room temperature for 2 days. The resultant solution was then diluted with dichloromethane (50 ml), the solution shaken with 1 M NaOH (2×10 ml) and subsequently with water (10 ml), the dried (MgSO4) solution evaporated and the solid residue recrystallized from pet. ether; yield 63%, m.p. 141°-143° C. 1H NMR (CDCl3): δ7.16 and 7.83 (H-31, H-41), 8.53 (H-4, H-6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04423047 |
| Source dataset | uspto-grants-1983_12 |
| ORD ID | ord-d0829dbe87934c4d80635ad336640ca3 |
| Source note | uspto-grants-1983_12 |