HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927291Generated: October 31, 2026
Dimethylformamide → HCID 68388893, compound
https://huagongshe.com/reaction/927291
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Methyl 3-(bromomethyl)benzoate | HCID 517981 | — |
| Reactant | Quinazoline, 2,4-bis[(trimethylsilyl)oxy]- | HCID 11088105 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68388893 | HCID 68388893 | 83.7% |
Reaction Steps
The intermediate product 2,4-di(trimethylsilyloxy)quinazoline, methyl 3-(bromomethyl)benzoate (2.1 g, 9.2 mmol) and DMF (1 mL) were added in turn into a 50 mL single-mouth flask, and then the temperature were raised to 115-130° C. and reacted for 3 hours. 1,4-dioxane (6 mL) and methanol (10 mL) were added after the reaction mixture was cooled to 100° C. Then the mixture was refluxed for 30 minutes. The mixture was filtered after it was cooled to room temperature. The precipitate was washed with water (20 mL) and methonal (10 mL), respectively, and dried to give the title compound (1.6 g, 83.7% yield) as white powder. 1H NMR (DMSO-d6): 11.76 (s, 1H), 8.00 (dd, J=7.8 and 1.2 Hz, 1H), 7.89 (s, 1H), 7.83 (d, J=7.8 Hz, 1H), 7.65-7.43 (m, 3H), 7.25-7.20 (m, 2H), 5.36 (s, 2H), 3.80 (s, 3H). MS: m/z 311.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290460B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-b4d0ff70e3974d40a92291668c665df4 |
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| Source note | uspto-grants-2016_03 |
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