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

HRID 1942383ノート

反応式

HRID 1942383 の反応式
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

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 7854Propionitrile溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d42f12f0e1f4473689863671b910d587
出典データセット
uspto-grants-2013_03
特許番号
US08389555B2

反応ノート

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