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Dimethylformamide → 4,7-Dichloro-6-nitroquinazoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | 7-Chloro-6-nitroquinazolin-4(1H)-one | HCID 135687504 | — |
| 溶媒 | Thionyl Chloride | HCID 24386 | — |
| 生成物 | 4,7-Dichloro-6-nitroquinazoline | HCID 10490455 | 81% |
反応手順
A mixture of 7-chloro-6-nitro-3,4-dihydroquinazolin-4-one (40 g, 0.18 mol), (J. Org. Chem. 1975, 40, 356), phosphorus oxychloride (50 ml) and DMF (1 ml) in thionyl chloride (300 ml) was heated at reflux for 4 hours. The reaction mixture was allowed to cool and the volatiles removed by evaporation and by azeotroping with toluene. The residue was basified with aqueous sodium hydrogen carbonate solution and extracted with methylene chloride (4×100 ml). The extracts were combined, washed with brine and filtered through phase separating paper. The solvent was removed by evaporation and the residue triturated with ether/isohexane to give 4,7-dichloro-6-nitroquinazoline (35.2 g, 81%) as a pale yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06673803B2 |
| 出典データセット | uspto-grants-2004_01 |
| ORD ID | ord-9337bab50e5f4d94846c3b598158b530 |
| 出典メモ | uspto-grants-2004_01 |