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Dabco → 2-Chloro-N-[(5-cyano-2,6-dimethylpyrimidin-4-yl)-aminocarbonyl]benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dabco | HCID 9237 | — |
| 反応物 | Benzenesulfonyl isocyanate, 2-chloro- | HCID 174071 | — |
| 反応物 | 4-Amino-5-cyano-2,6-dimethylpyrimidine | HCID 2793863 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Chloro-N-[(5-cyano-2,6-dimethylpyrimidin-4-yl)-aminocarbonyl]benzenesulfonamide | HCID 14050205 | 71.2% |
反応手順
4.35 g of 2-Chlorobenzenesulfonyl isocyanate was dissolved in 10 ml xylenes and 25 ml methylene chloride. To this was added 2.96 g of 4-amino-2,6-dimethyl-5-pyrimidine carbonitrile and a catalytic amount of 1,4-diazabicyclo-[2.2.2]octane. The reaction was stirred under a CaSO4 drying tube for three days. The reaction was filtered to remove unreacted pyrimidine, and then the desired product was precipitated by addition of 1-chlorobutane, filtered off, rinsed well with 1-chlorobutane and dried in vacuo giving 5.2 g of the desired product, m.p. 125°-127°. IR: 2240 cm-1 (C≡N), 1730 cm-1 (C=O); NMR (DMSO-d6)δ: 2.6 (s, 6H), 7.4-8.1 (m, 4H) ppm indicating the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04723991 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-c4afe691e3a7425cae2c519da2b6103e |
| 出典メモ | uspto-grants-1988_02 |