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【结 构 式】 
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【分子编号】10375 【品名】N-(6-Methoxy-2-pyridinyl)-N-methylamine; 6-Methoxy-N-methyl-2-pyridinamine 【CA登记号】88569-83-9 |
【 分 子 式 】C7H10N2O 【 分 子 量 】138.16928 【元素组成】C 60.85% H 7.29% N 20.27% O 11.58% |
合成路线1
该中间体在本合成路线中的序号：(IV)This compound can be obtained by four different ways: 1) By condensation of 5,6,7,8-tetrahydro-2-naphthol (I) with N-(6-methoxy-2-pyridyl)-N-methylthiocarbamoyl chloride (II) by means of K2CO3 in refluxing butanone. 2) By condensation of 2-naphthyloxythiocarbonyl chloride (III) with 6-methoxy-2-(methylamino)pyridine (IV) by means of K2CO3 in acetone. 3) The reaction of pyridine (IV) with CS2 and NaOH in THF gives N-(6-methoxy-2-pyridyl)-N-methyldithiocarbamic acid sodium salt (V), which is then condensed with 2-(2,4-dinitrophenoxy)-5,6,7,8-tetrahydronaphthalene (VI) in DMF. 4) The reaction of the dithiocarbamate (V) with 2,4-dinitrochlorobenzene (VII) in ethanol gives N-(6-methoxy-2-pyridyl)-N-methyldithiocarbamic acid 2,4-dinitrophenyl ester (VIII), which is then treated with naphthol (I) and sodium methoxide in DMF.
| 【1】 Takematsu, T.; Konnai, M.; Morinaka, H.; Nonaka, Y.; Nakanishi, A.; Tsuzuki, K.; Hashihama, M.; Uwotani, T. (Toyo Soda); Carbamate derivs. BE 0897021; GB 2124617 . |
| 【2】 Awano, H.; Tsuzuki, K.; Method for the preparation of high purity O-5,6,7,8- -tetrahydronaphthyl-N-methyl-N-(6-methoxy-2-pyridyl)thiocarbamate. JP 1990015065 . |
| 【3】 Goda, H.; Kawamura, M.; Kato, K.; Kimura, N.; Sato, M.; Process for the preparation of thiocarbamate derivs. JP 1987061967 . |
| 【4】 Goda, H.; Kawamura, M.; Kato, K.; Kimura, N.; Sato, M.; Process for the preparation of thiocarbamate derivs. JP 1987048667 . |
| 【5】 Takematsu, T.; Nonaka, Y.; Nakanishi, A.; Morinaka, H. (Toyo Soda); Fungicidal compsn. EP 0194562 . |
| 【6】 Iwata, K.; Takematsu, T.; Nonaka, Y.; Nakanishi, A.; Morinaka, H.; Tsuzuki, K.; Murakami, M.; Uotani, T. (Toyo Soda); Antifungal compsns. containing carbamates. EP 0144570; JP 1985058916 . |
| 【7】 Prous, J.; Castaner, J.; Liranaftate. Drugs Fut 1991, 16, 9, 811. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 10372 | 5,6,7,8-Tetrahydro-2-naphthalenol | 1125-78-6 | C10H12O | 详情 | 详情 |
| (II) | 10373 | N-(6-Methoxy-2-pyridinyl)-N-methylcarbamothioic chloride | C8H9ClN2OS | 详情 | 详情 | |
| (III) | 10374 | 6-[(Chlorocarbothioyl)oxy]-1,2,3,4-tetrahydronaphthalene | C11H11ClOS | 详情 | 详情 | |
| (IV) | 10375 | N-(6-Methoxy-2-pyridinyl)-N-methylamine; 6-Methoxy-N-methyl-2-pyridinamine | 88569-83-9 | C7H10N2O | 详情 | 详情 |
| (V) | 10376 | N-(6-Methoxypyridin-2-yl)-N-methylditiocarbamic acid sodium salt | C8H9N2NaOS2 | 详情 | 详情 | |
| (VI) | 10377 | 6-(2,4-Dinitrophenoxy)-1,2,3,4-tetrahydronaphthalene; 2,4-Dinitrophenyl 5,6,7,8-tetrahydro-2-naphthalenyl ether | C16H14N2O5 | 详情 | 详情 | |
| (VII) | 10378 | 1-Chloro-2,4-dinitrobenzene | 97-00-7 | C6H3ClN2O4 | 详情 | 详情 |
| (VIII) | 10379 | 2,4-Dinitrophenyl N-(6-methoxy-2-pyridinyl)-N-methylcarbamodithioate | C14H12N4O5S2 | 详情 | 详情 |