Water → HCID 9859623, 화합물

HRID 1825724노트

반응식

HRID 1825724 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 9859623HCID 9859623, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3346707bb3e24281ae5e5faf76f49391
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07049312B1

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