HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044725Generated: October 31, 2026
Thionyl Chloride → 5-(4-Chloroquinazolin-6-yl)furan-2-carbaldehyde
https://huagongshe.com/reaction/1044725
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-(4-Hydroxy-6-quinazolinyl)furan-2-carbaldehyde | HCID 136162616 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Chloroquinazolin-6-yl)furan-2-carbaldehyde | HCID 53390821 | — |
Reaction Steps
A mixture of the compound of formula (IX) (3 g, 12 5 mmol), SOCl2 (30 mL) and one drop of DMF was heated at 80° C. until the reaction was complete (TLC analysis). The volatile components were evaporated (including SOCl2) to provide crude compound of formula (Xa) that was purified by column chromatography (eluting with EtOAc/DCM, 1:8, v/v) to give free base of the compound of formula (Xa). The compound of formula (Xa) 1H NMR (300 MHz, d6-DMSO): δ 7.53 (d, J=3.3 Hz, 1H), 7.68 (d, J=3.3 Hz, 1H), 8.02 (d, J=8.7 Hz, 1H), 8.42 (d, J=8.4 Hz, 1H), 8.50 (s, 1H), 8.90 (s, 1H), 9.64 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563719B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-e3cc74854e784c3e97945009443553a5 |
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| Source note | uspto-grants-2013_10 |
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