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

HRID 567006

反応式

HRID 567006 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-845f56130ab94909b2c759e7ba29dc8b
出典データセット
uspto-grants-2001_01
特許番号
US06177423B1

関連ノート

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