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Sodium hydride → HCID 19737995, 화합물

HRID 2255509
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HRID 2255509 반응식
[OH:1][CH:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[S:5](=[O:12])(=[O:11])[NH:4][CH2:3]1.[H-].[Na+].[N:15]1[CH:20]=[CH:19][C:18]([CH2:21]Cl)=[CH:17][CH:16]=1>CN(C=O)C>[OH:1][CH:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[S:5](=[O:12])(=[O:11])[N:4]([CH2:21][C:18]2[CH:19]=[CH:20][N:15]=[CH:16][CH:17]=2)[CH2:3]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 745714-(Chloromethyl)pyridineHCID 229019424-Hydroxy-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine 1,1-dioxide

생성물 1

HCID 19737995HCID 19737995, 화합물수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
-10 °C

실험 절차

The product from Step C of Example 2 (4.0 g, 19.5 mmol) was dissolved in anhydrous DMF (20 mL) and cooled to -10° C. and sodium hydride (21.5 mmol) was added. After stirring for 40 min at room temperature, a solution of 4-picolyl chloride (3.7 g, 29.2 mmol) in DMF (15 mL) was added to the chilled (0° C.) reaction mixture. The mixture was allowed to warm to room temperature and stir for 18 h. The solution was concentrated and the residue was suspended in saturated sodium bicarbonate (50 mL) and the desired subject was collected by filtration. Recrystallization from ethanol gave a beige solid (4.9 g, 85%): mp 183°-185° C.

후처리

  1. temperaturechilled
  2. custom(0° C.) reaction mixture
  3. temperatureto warm to room temperature
  4. stirringstir for 18 h
  5. concentrationThe solution was concentrated
  6. filtrationwas collected by filtration
  7. customRecrystallization from ethanol

출처 및 근거

ORD 기록
ord-2945dc394f5647b29eb6be6d35980b3b
출처 데이터셋
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05240923

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