6-bromo-2-hydroxy-1H-benzo[de]isoquinoline-1,3(2H)-dione → 2-Hydroxy-6-methylthio-benzo[de]isoquinoline-1,3-dione

HRID 567006

반응식

HRID 567006 반응식
[CH3:1][S-:2].[Na+].Br[C:5]1[CH:6]=[CH:7][C:8]2[C:9](=[O:20])[N:10]([OH:19])[C:11](=[O:18])[C:12]3[C:17]=2[C:16]=1[CH:15]=[CH:14][CH:13]=3>C(O)C>[OH:19][N:10]1[C:9](=[O:20])[C:8]2[CH:7]=[CH:6][C:5]([S:2][CH3:1])=[C:16]3[C:17]=2[C:12](=[CH:13][CH:14]=[CH:15]3)[C:11]1=[O:18]

참가 물질

4

반응물 2

HCID 7084296-bromo-2-hydroxy-1H-benzo[de]isoquinoline-1,3(2H)-dioneHCID 4378561Sodium methanethiolate

생성물 1

HCID 226239682-Hydroxy-6-methylthio-benzo[de]isoquinoline-1,3-dione수율 77.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium thiomethoxide (0.9 g, 12.0 mmol) was added to a solution of 6-bromo-2-hydroxy-benzo[de]isoquinoline-1,3-dione (1.2 g, 4.0 mmol, from Example 4) in ethanol (200 mL). The mixture was refluxed for 48 hours and concentrated. The solid residue was dissolved in water and acidified with concentrated HCl to pH 4. The resulting precipitate was filtered, washed with water, and dried to give 0.8 g of the title compound, mp 301-206° C.

후처리

  1. temperatureThe mixture was refluxed for 48 hours
  2. concentrationconcentrated
  3. dissolutionThe solid residue was dissolved in water
  4. filtrationThe resulting precipitate was filtered
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-845f56130ab94909b2c759e7ba29dc8b
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06177423B1

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