HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750862Generated: October 31, 2026
Water → 7-Bromo-4-chlorothieno[3,2-d]pyrimidine
https://huagongshe.com/reaction/1750862
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 7-Bromothieno(3,2-d)pyrimidin-4-ol | HCID 135743712 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-Bromo-4-chlorothieno[3,2-d]pyrimidine | HCID 16655266 | 85% |
Reaction Steps
Dimethylformamide (25.8 mL, 0.33 mol) and dichloromethane (150 mL) were added to a reactor. Oxalyl chloride (46.4 mL, 0.53 mol) diluted with dichloromethane (150 mL) at room temperature was added to the reactor for about 30 minutes. 7-bromothieno[3,2-d]pyrimidin-4(3H)-one (35 g, 0.15 mol) was added thereto, and then, the reaction solution was heated to reflux for 3 hours. The temperature of the reaction solution was lowered and water was carefully added thereto. The organic layer was separated, and the aqueous layer was subjected to extraction using dichloromethane. The extracted organic layer was dried over anhydrous sodium sulfate. The dried organic layer was filtered and distilled under reduced pressure, and dried with nitrogen gas to obtain the title compound (30.5 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156852B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-e42a4dfe52444fa8a945854ba5058f7a |
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| Source note | uspto-grants-2015_10 |
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