Water → HCID 9859623、化合物

HRID 1825724ノート

反応式

HRID 1825724 の反応式
C[O-].[Na+].[S:4]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:6](=[O:14])[CH2:5]1.[NH:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH:20]=O.O>CN(C)C=O>[NH:15]1[CH:19]=[CH:18][CH:17]=[C:16]1/[CH:20]=[C:5]1\[S:4][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:6]\1=[O:14]

参加物

6

反応物 4

HCID 962WaterHCID 13854Pyrrole-2-carboxaldehydeHCID 213964H-1,4-Benzothiazin-3-oneHCID 10942334Sodium Methoxide

生成物 1

HCID 9859623HCID 9859623、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

Sodium methoxide (0.28 g, 5.2 mmol) was added to a solution of 2H-1,4-benzothiazin-3(4H)-one (0.60 g, 4 mmol) and pyrrol-2-carboxaldehyde (0.49 g, 5.2 mmol) in dry N,N-dimethylformamide (3.5 ml) (hereinafter “DMF”). The mixture was heated at 120° C. for 6.5 h, allowed to cool and poured into water (60 ml). The precipitate was collected by filtration and washed with water. The precipitate was dissolved in ethyl acetate and the insoluble black residue was filtered out. The filtrate was concentrated, then chromatographed on a silica column using a gradient of 100% dichloromethane to (100:1) dichloromethane:ethanol as the mobile phase. The first eluted product was the (E)-isomer.

後処理

  1. temperatureto cool
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. dissolutionThe precipitate was dissolved in ethyl acetate
  5. filtrationthe insoluble black residue was filtered out
  6. concentrationThe filtrate was concentrated
  7. customchromatographed on a silica column

出典と根拠

ORDレコード
ord-3346707bb3e24281ae5e5faf76f49391
出典データセット
uspto-grants-2006_05
特許番号
US07049312B1

反応ノート

読み込み中…