Acetic Acid → 5-[4-(1-Benzylbenzimidazol-5-ylmethoxy)benzyl]thiazolidine-2,4-dione hemihydrate

HRID 1419101ノート

反応式

HRID 1419101 の反応式
[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([CH2:17][O:18][C:19]3[CH:51]=[CH:50][C:22]([CH2:23][CH:24]4[S:28][C:27](=[O:29])[N:26](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[C:25]4=[O:49])=[CH:21][CH:20]=3)=[CH:16][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.C(=O)([O-])O.[Na+]>O>[OH2:18].[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([CH2:17][O:18][C:19]3[CH:51]=[CH:50][C:22]([CH2:23][CH:24]4[S:28][C:27](=[O:29])[NH:26][C:25]4=[O:49])=[CH:21][CH:20]=3)=[CH:16][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([CH2:17][O:18][C:19]3[CH:51]=[CH:50][C:22]([CH2:23][CH:24]4[S:28][C:27](=[O:29])[NH:26][C:25]4=[O:49])=[CH:21][CH:20]=3)=[CH:16][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 867539805-[4-(1-Benzylbenzimidazol-5-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione

生成物 1

HCID 882050585-[4-(1-Benzylbenzimidazol-5-ylmethoxy)benzyl]thiazolidine-2,4-dione hemihydrate収率 101.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

A mixture of 0.26 g of 5-[4-(1-benzylbenzimidazol-5-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 29), 3 ml of acetic acid and 1 ml of water was stirred for 3 hours at 50° C. in oil bath. At the end of this time, the reaction mixture was neutralized with sodium hydrogencarbonate and then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure, and the resulting residue was recrystallized from a mixture of ethanol and methanol, to give 116 mg of the title compound, melting at 185°-187° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was then removed by evaporation under reduced pressure
  5. customthe resulting residue was recrystallized from a mixture of ethanol and methanol

出典と根拠

ORDレコード
ord-5a1c3862049a44319306ebc66244c3d2
出典データセット
uspto-grants-1999_03
特許番号
US05886014

反応ノート

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