Sodium Iodide → 5.5'-[[(4-Methoxybenzyl)imino]bis(propane-3,1-diylimino)]bis(2-methyl-1,3-benzothiazole-4,7-dione)

HRID 908673ノート

反応式

HRID 908673 の反応式
C(N(C(C)C)CC)(C)C.Br[CH2:11][CH2:12][CH2:13][NH:14][C:15]1[C:24](=[O:25])[C:19]2[N:20]=[C:21]([CH3:23])[S:22][C:18]=2[C:17](=[O:26])[CH:16]=1.[I-].[Na+].[CH3:29][O:30][C:31]1[CH:54]=[CH:53][C:34]([CH2:35][NH:36][CH2:37][CH2:38][CH2:39][NH:40][C:41]2[C:50](=[O:51])[C:45]3[N:46]=[C:47]([CH3:49])[S:48][C:44]=3[C:43](=[O:52])[CH:42]=2)=[CH:33][CH:32]=1>C(#N)C>[CH3:29][O:30][C:31]1[CH:32]=[CH:33][C:34]([CH2:35][N:36]([CH2:37][CH2:38][CH2:39][NH:40][C:41]2[C:50](=[O:51])[C:45]3[N:46]=[C:47]([CH3:49])[S:48][C:44]=3[C:43](=[O:52])[CH:42]=2)[CH2:11][CH2:12][CH2:13][NH:14][C:15]2[C:24](=[O:25])[C:19]3[N:20]=[C:21]([CH3:23])[S:22][C:18]=3[C:17](=[O:26])[CH:16]=2)=[CH:53][CH:54]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 81531DiisopropylethylamineHCID 673934555-[(3-Bromopropyl)amino]-2-methyl-1,3-benzothiazole-4,7-dioneHCID 673938865-({3-[(4-Methoxybenzyl)amino]propyl}amino)-2-methyl-1,3-benzothiazole-4,7-dione

生成物 1

HCID 673928445.5'-[[(4-Methoxybenzyl)imino]bis(propane-3,1-diylimino)]bis(2-methyl-1,3-benzothiazole-4,7-dione)

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
165 °C

実験手順

22 μl (128 μmol; 2 equivalents) of diisopropylethylamine, 21 mg (64 μmol; 1 equivalent) of 5-[(3-bromopropyl)amino]-2-methyl-1,3-benzothiazole-4,7-dione and a spatula tip's worth of sodium iodide are added to 23.6 mg (64 μmol) of 5-({3-[(4-methoxybenzyl)amino]propyl}amino)-2-methyl-1,3-benzothiazole-4,7-dione dissolved in 5 ml of acetonitrile. The reaction mixture is maintained under stirring under microwaves at 165° C. for 15 minutes, then the solvent is evaporated off under reduced pressure and the reaction residue is taken up in dichloromethane, followed by washing with 3 times 50 ml of water. The organic phases are combined, dried over magnesium sulphate and the solvent is evaporated off under reduced pressure. The expected product is purified by chromatography on a silica column (eluent: dichloromethane/methanol: 93/7) and obtained in the form of a red oil.

後処理

  1. temperatureThe reaction mixture is maintained
  2. customthe solvent is evaporated off under reduced pressure
  3. washby washing with 3 times 50 ml of water
  4. dry with materialdried over magnesium sulphate
  5. customthe solvent is evaporated off under reduced pressure
  6. customThe expected product is purified by chromatography on a silica column (eluent: dichloromethane/methanol: 93/7)
  7. customobtained in the form of a red oil

出典と根拠

ORDレコード
ord-c17d9146577c4e928b4f30cb6ecc25a7
出典データセット
uspto-grants-2011_09
特許番号
US08017637B2

反応ノート

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