Hydrogen Peroxide → HCID 20363555, compound

HRID 596148Notes

Reaction equation

HRID 596148 reaction equation
[OH:1]O.[CH3:3][S:4][CH2:5][CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:12]=2[C:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:10][CH2:9][C:8]1=[O:25].O.N>C(O)(=O)C>[CH3:3][S:4]([CH2:5][CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:12]=2[C:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:10][CH2:9][C:8]1=[O:25])=[O:1]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 12896473Azane;hydrateHCID 20363530HCID 20363530, compound

Product 1

HCID 20363555HCID 20363555, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 10 ml of 15% aqueous hydrogen peroxide is added with ice-cooling to a mixture of 1.5 g of 1-(β-methylthioethyl)-5-phenyl-7-chloro-1,3-dihydro-2H-1,4-benzodiazepin-2-one and 20 ml of acetic acid. The resultant mixture is stirred at 0° C for 30 minutes and then at room temperature for 1 hour. The reaction mixture is poured into ice water, basified with ammonia water and extracted with chloroform. The chloroform extracts are combined, dried over anhydrous sodium sulfate, and the solvent is removed under reduced pressure. The residue is allowed to stand to form crystals. Recrystallization from ethylacetate gives 1-(β-methylsulfinylethyl)-5-phenyl-7-chloro-1,3-dihydro-2H-1,4-benzodiazepin-2-one, m.p. 166° - 167° C.

Workup

  1. extractionextracted with chloroform
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent is removed under reduced pressure
  4. customto form crystals
  5. customRecrystallization from ethylacetate

Sources & evidence

ORD record
ord-9f0bd5857c0f4a828c4d1c1345d9bc38
Source dataset
uspto-grants-1977_03
Patent number
US04010154

Reaction notes

Loading…