Sodium sulfate decahydrate → 2-(2-piperidinoethyl)-8H-indeno[1,2-d]thiazole

HRID 356118

반응식

HRID 356118 반응식
[N:1]1([C:7]([CH2:9][C:10]2[S:11][C:12]3[CH2:21][C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[C:13]=3[N:14]=2)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[N:1]1([CH2:7][CH2:9][C:10]2[S:11][C:12]3[CH2:21][C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[C:13]=3[N:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

5

반응물 3

HCID 62649Sodium sulfate decahydrateHCID 189409732-[(Piperidinocarbonyl)methyl]-8H-indeno[1,2-d]thiazoleHCID 21226445Aluminium lithium hydride

생성물 1

HCID 189411022-(2-piperidinoethyl)-8H-indeno[1,2-d]thiazole수율 25.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

A solution of 500 mg of 2-[(piperidinocarbonyl)methyl]-8H-indeno[1,2-d]thiazole in 10 ml of tetrahydrofuran was added to a suspension of 160 mg of lithium aluminum hydride in 10 ml of tetrahydrofuran at 0° C., followed by heating under reflux for 1.5 hours. The reaction mixture was cooled to 0° C. again, and sodium sulfate decahydrate was added. The resulting mixture was stirred at room temperature for 30 minutes. After the insoluble matter was removed by filtration, the solvent was evaporated. The resulting oily substance was purified by silica gel column chromatography (eluent: chloroform:methanol=10:1), whereby 120 mg of 2-(2-piperidinoethyl)-8H-indeno[1,2-d]thiazole was obtained. Fumaric acid was added to the product in ethanol to cause crystallization, and the crystals were recrystallized to give a fumarate.

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 1.5 hours
  3. customAfter the insoluble matter was removed by filtration
  4. customthe solvent was evaporated
  5. customThe resulting oily substance was purified by silica gel column chromatography (eluent: chloroform:methanol=10:1)

출처 및 근거

ORD 기록
ord-5a0bc6916ef741158a495d4306794aa3
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834499

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