Tetrahydrofuran → 7-{[(5-Chloro-2-thienyl)sulfonyl]amino}-1H-indole-2-carboxylic acid

HRID 1851449ノート

反応式

HRID 1851449 の反応式
[Cl:1][C:2]1[S:6][C:5]([S:7]([NH:10][C:11]2[CH:12]=[CH:13][CH:14]=[C:15]3[C:19]=2[NH:18][C:17]([C:20]([O:22]CC)=[O:21])=[CH:16]3)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[OH-].[Na+].O1CCCC1>C(O)C>[Cl:1][C:2]1[S:6][C:5]([S:7]([NH:10][C:11]2[CH:12]=[CH:13][CH:14]=[C:15]3[C:19]=2[NH:18][C:17]([C:20]([OH:22])=[O:21])=[CH:16]3)(=[O:9])=[O:8])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 57901736Ethyl 7-{[(5-chloro-2-thienyl)sulfonyl]amino}-1H-indole-2-carboxylate

生成物 1

HCID 579018287-{[(5-Chloro-2-thienyl)sulfonyl]amino}-1H-indole-2-carboxylic acid収率 96.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

A mixture of ethyl 7-{[(5-chloro-2-thienyl)sulfonyl]amino}-1H-indole-2-carboxylate (1.03 g), 8N aqueous sodium hydroxide solution (1.3 mL), tetrahydrofuran (5 mL) and ethanol (15 mL) was stirred at 60° C. for 2 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 to give the title compound (0.92 g, yield 90%) as colorless crystals. melting point>277° 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

出典と根拠

ORDレコード
ord-962c90df62b2416a9bb034b994beadb2
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…