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Hydrochloric Acid → N-{amino[(3-chlorophenyl)aminocarbonyl]iminomethyl}-N-methylglycine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Creatine | HCID 586 | — |
| 反応物 | Benzene, 1-chloro-3-isocyanato- | HCID 17968 | — |
| 反応物 | Tetrabutylammonium Hydroxide | HCID 2723671 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | N-{amino[(3-chlorophenyl)aminocarbonyl]iminomethyl}-N-methylglycine | HCID 54025116 | 30% |
反応手順
A solution of 9.58 g (0.073 mole) of anhydrous creatine in 96 ml (0.073 mole) of 0.76M tetrabutylammonium hydroxide in methanol was evaporated to an oil in vacuo. The residue was dissolved in 100 ml of DMF. An 11.2 g (0.073 mole) sample of m-chlorophenylisocyanate was added dropwise and the reaction was stirred for two hours. The mixture was poured into 200 ml of water and 73 ml of 1N HCl. The gummy precipitate was induced to crystallize by scratching. The solid was collected and triturated with tetrahydrofuran to give 6.6 g (30% yield) of light yellow solid N-{amino[(3-chlorophenyl)aminocarbonyl]iminomethyl}-N-methylglycine. A hydrochloride salt was prepared from conc. HCl to yield a pink solid, m.p. 228°-234° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04575514 |
| 出典データセット | uspto-grants-1986_03 |
| ORD ID | ord-388581ef70954789afe2084c405d230e |
| 出典メモ | uspto-grants-1986_03 |