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

HRID 567006

反应方程式

HRID 567006 反应方程式
[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]

参与物

4

反应物 2

HCID 7084296-bromo-2-hydroxy-1H-benzo[de]isoquinoline-1,3(2H)-dioneHCID 4378561甲硫醇钠

产物 1

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

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-845f56130ab94909b2c759e7ba29dc8b
来源数据集
uspto-grants-2001_01
专利号
US06177423B1

关联笔记

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