Hydrogen Peroxide → HCID 21655744, compound

HRID 1283589Notes

Reaction equation

HRID 1283589 reaction equation
[OH:1]O.Cl.[S:4]1[CH2:9][CH2:8][N:7]([C:10]2[C:19]3[C:14](=[C:15]([CH3:20])[CH:16]=[CH:17][CH:18]=3)[CH:13]=[C:12]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[N:11]=2)[CH2:6][CH2:5]1.[OH-].[Na+]>S(=O)(=O)(O)O>[O:1]=[S:4]1[CH2:9][CH2:8][N:7]([C:10]2[C:19]3[C:14](=[C:15]([CH3:20])[CH:16]=[CH:17][CH:18]=3)[CH:13]=[C:12]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[N:11]=2)[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 21518494HCID 21518494, compound

Product 1

HCID 21655744HCID 21655744, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

8.4 gm (0.086 mol) of 34.8% hydrogen peroxide were added dropwise to a suspension of 28.5 gm (0.078 mol) of 1-thiomorpholino-3-piperazino-5-methyl-isoquinoline hydrochloride in 160 ml of 2 N sulfuric acid at 0°C, and the mixture was stirred for 2 hours at 15°-20°C. The mixture was then made alkaline with concentrated sodium hydroxide and exhaustively extracted with a mixture of chloroform and ethanol (3:1). The organic phase was isolated, washed with water and sodium chloride solution, dried and evaporated, and the residue was recrystallized from 150 ml of isopropanol. Yield: 11.6 gm (43% of theory); m.p. 201°-203°C.

Workup

  1. extractionexhaustively extracted with a mixture of chloroform and ethanol (3:1)
  2. customThe organic phase was isolated
  3. washwashed with water and sodium chloride solution
  4. customdried
  5. customevaporated
  6. customthe residue was recrystallized from 150 ml of isopropanol

Sources & evidence

ORD record
ord-136aa7b0a23c4a60a45731f3e2603aa7
Source dataset
uspto-grants-1976_08
Patent number
US03975524

Reaction notes

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