Hydrogen Peroxide → HCID 20363555, compound

HRID 1679098Notes

Reaction equation

HRID 1679098 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-372d163e3a59462c861e6e314789ddd3
Source dataset
uspto-grants-1978_03
Patent number
US04079053

Reaction notes

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