Thiomorpholine 1,1-dioxide → 5-(1,1-Dioxo-thiomorpholin-4-yl)methyl-2-phenyl-7-nitro-1H-indole

HRID 2089592ノート

反応式

HRID 2089592 の反応式
I[CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1)[NH:8][C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:6]2.[O:21]=[S:22]1(=[O:28])[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>C1COCC1.O>[O:21]=[S:22]1(=[O:28])[CH2:27][CH2:26][N:25]([CH2:2][C:3]2[CH:4]=[C:5]3[C:9](=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=2)[NH:8][C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6]3)[CH2:24][CH2:23]1

参加物

5

反応物 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 684702645-Iodomethyl-2-phenyl-7-nitro-1H-indole

生成物 1

HCID 684718685-(1,1-Dioxo-thiomorpholin-4-yl)methyl-2-phenyl-7-nitro-1H-indole収率 72.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

5-Iodomethyl-2-phenyl-7-nitro-1H-indole (850 mg, 2.5 mmol) prepared in Step A was dissolved in THF (10 mL). 1,1-Dioxo-thiomorpholine (405 mg, 2.25 mmol) was added thereto, and the mixture was stirred for 2 h. After completion of the reaction, the reaction mixture was diluted with water, extracted with EtOAc, dried over anhydrous magnesium sulfate, and filtered. The residue was recrystallized from DCM and hexane to give the title compound (625 mg, Yield 65%).

後処理

  1. customAfter completion of the reaction
  2. extractionextracted with EtOAc
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe residue was recrystallized from DCM and hexane

出典と根拠

ORDレコード
ord-513493ad091d4320a64d5224ba7010f9
出典データセット
uspto-grants-2013_05
特許番号
US08436038B2

反応ノート

読み込み中…