Tetrahydrofuran → N-[2-(1,3-Thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetic acid

HRID 1851531ノート

反応式

HRID 1851531 の反応式
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[N:15]([CH2:24][C:25]([O:27]CC)=[O:26])[S:16]([C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)(=[O:18])=[O:17].[OH-].[Na+].O1CCCC1>CO>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[N:15]([CH2:24][C:25]([OH:27])=[O:26])[S:16]([C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)(=[O:18])=[O:17]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 57901737Ethyl N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetate

生成物 1

HCID 57901759N-[2-(1,3-Thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetic acid収率 69.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

A mixture of ethyl N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetate (0.29 g), 1N aqueous sodium hydroxide solution (2.0 mL), tetrahydrofuran (5 mL) and methanol (5 mL) was stirred at 60° C. for 1 hr. The reaction mixture was concentrated, and water was added to the residue. The mixture was acidified with 10% aqueous citric acid solution, and the resulting crystals were filtrated, washed with water and dried. The obtained crystals were dissolved in tetrahydrofuran, treated with activated carbon, and concentrated to give the title compound (0.19 g, yield 69%) as colorless crystals. melting point>218° C. (decomposition).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added to the residue
  3. filtrationthe resulting crystals were filtrated
  4. washwashed with water
  5. customdried
  6. dissolutionThe obtained crystals were dissolved in tetrahydrofuran
  7. additiontreated with activated carbon
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-2d1892b4c28e4ee3b6445d0a582bbf10
出典データセット
uspto-grants-2015_02
特許番号
US08957070B2

反応ノート

読み込み中…