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Toluene → N'-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)-2-(2propyloxy)phenylurea
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Phosgene | HCID 6371 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2-(1-Methylethoxy)benzenamine | HCID 34436 | — |
| 反応物 | (Hexahydro-1H-pyrrolizin-7A-YL)methanamine | HCID 10654304 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | N'-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)-2-(2propyloxy)phenylurea | HCID 15224942 | 85% |
反応手順
2-isopropoxy-aniline (123 mg, 0.813 mmole) was dissolved in CHCl3 (1 ml), added triethyl amine (0.113 ml, 0.813 mmole). Cooled soln. to 0° C., added a solution of 20%. phosgene in toluene (0.458 ml, 0.927 mmole) and stirred for 1.5 hours. To this solution was added tetrahydro-1H-pyrrolizin-7a(5H)-methylamine (114 mgs, 0.813 mmole) in CHCl3 and stirred for 18 hours. Solvent removed via rotary evaporator to give crude product as a solid. Solid was chromatographed on silica gel eluting with 5% CH3OH(NH3 ↑)/CHCl3 to give 220 mg (85%) of title compound as free base.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05516782 |
| 出典データセット | uspto-grants-1996_05 |
| ORD ID | ord-6448190d5e9c43c78f9ff42c0849d245 |
| 出典メモ | uspto-grants-1996_05 |