Diisopropylethylamine → N-(4-(4,5,6,7-tetrahydrobenzothiazol-6-ylamino)butyl)benzothiazole-2-carboxamide

HRID 1942383노트

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HRID 1942383 반응식
O[CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1)=[O:8].[S:18]1[C:22]2[CH2:23][CH:24]([NH2:27])[CH2:25][CH2:26][C:21]=2[N:20]=[CH:19]1.CCN(C(C)C)C(C)C.[I-].C(C[P+](C)(C)C)#N.C([O-])(O)=O.[Na+]>C(#N)CC.C(Cl)Cl>[S:18]1[C:22]2[CH2:23][CH:24]([NH:27][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]3[S:10][C:11]4[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=4[N:13]=3)=[O:8])[CH2:25][CH2:26][C:21]=2[N:20]=[CH:19]1

참가 물질

8

반응물 5

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 10514344(Cyanomethyl)trimethylphosphanium iodideHCID 451219024,5,6,7-Tetrahydrobenzo[d]thiazol-6-amineHCID 66937473N-(4-hydroxybutyl)benzothiazole-2-carboxamide

생성물 1

HCID 66937369N-(4-(4,5,6,7-tetrahydrobenzothiazol-6-ylamino)butyl)benzothiazole-2-carboxamide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 7854Propionitrile용매

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온도
90 °C

실험 절차

To a solution of 339 mg (1.4 mmol) N-(4-hydroxybutyl)benzothiazole-2-carboxamide, 198 mg (1.2 mmol) 4,5,6,7-tetrahydro-benzothiazol-6-yl-amine and 210 mg (1.6 mmol) DIPEA in 6 mL of propionitrile is added 0.39 g (1.6 mmol) cyanomethyltrimethylphosphonium iodide under argon. The mixture is heated for 2 hours at 90° C. After cooling down to room temperature 10 mL of saturated NaHCO3 solution and 20 mL of CH2Cl2 are added. The organic phase is extracted with 10 mL of water three times. After drying and removing of the solvent in vacuum the brown oil received is purified via silica gel chromatography.

후처리

  1. additionare added
  2. extractionThe organic phase is extracted with 10 mL of water three times
  3. customAfter drying
  4. customremoving of the solvent in vacuum the brown oil
  5. customreceived is purified via silica gel chromatography

출처 및 근거

ORD 기록
ord-d42f12f0e1f4473689863671b910d587
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389555B2

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