참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Methoxyethanol | HCID 8019 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | N,N-Dimethyl-2-(5-methylthien-2-yl)imidazo[2,1-b]-benzothiazole-3-acetamide | HCID 9884996 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | 2-(5-Methylthien-2-yl)imidazo[2,1-b]benzothiazole-3-acetic acid | HCID 15233810 | — |
반응 단계
23.8 g (0.067 mole) of N,N-dimethyl-2-(5-methylthien-2-yl) imidazo[2,1-b]benzothiazole-3-acetamide and 450 ml of 2-methoxyethanol are introduced into a 1 liter round-bottomed flask, and the mixture is stirred and it is heated on an oil bath at around 130° C. until the solid dissolves. A solution of 13.4 g (0.335 mole) of sodium hydroxide pellets in 70 ml of water is added hot, with precaution, then after 30 minutes, a further 13.4 g (0.335 mole) of sodium hydroxide pellets in 70 ml of water, and the heating is maintained for 7 h 30 min, while monitoring the progress of the reaction by thin-layer chromatography. The mixture is cooled to around 20° C., the solvent is evaporated under reduced pressure, without exceeding 60° C. 1200 ml of water are added to the residue, an insoluble matter is removed by filtration, 150 ml of acetic acid are added to the filtrate up to a pH=4. A yellow-coloured precipitate is obtained which is stirred for 30 minutes while cooling to around 5° C. The solid is separated by filtration, it is washed with water and then with diethyl ether, and it is dried under vacuum at around 60° C. 17.5 g of compound are obtained of which 1.65 g (0.005 mole) are purified by recrystallization from 250 ml of boiling methanol. 1.1.g of a light yellow-coloured solid are isolated. Melting point: 255°-259° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05418248 |
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| 출처 데이터셋 | uspto-grants-1995_05 |
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| ORD ID | ord-ea296c106958469c86c8d1a1ea4f5124 |
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| 출처 메모 | uspto-grants-1995_05 |
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