Hydrogen Peroxide → HCID 19881086, compound

HRID 847390Notes

Reaction equation

HRID 847390 reaction equation
[C:1]([C:4]1[S:13][C:12]2[S:11][CH2:10][CH2:9][N:8]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([C:24]4[N:29]=[CH:28][CH:27]=[CH:26][N:25]=4)[CH2:20][CH2:19]3)[C:7](=[O:30])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2].OO.S([O-])(O)=[O:34].[Na+]>C(O)(=O)C>[C:1]([C:4]1[S:13][C:12]2[S:11](=[O:34])[CH2:10][CH2:9][N:8]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:19][CH2:20][N:21]([C:24]4[N:25]=[CH:26][CH:27]=[CH:28][N:29]=4)[CH2:22][CH2:23]3)[C:7](=[O:30])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 19881118HCID 19881118, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 19881086HCID 19881086, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2.0 g of 7-acetyl-2,3-dihydro-4-[4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl]thieno[3,2-f]-1,4-thiazepin-5(4H)-one in 20 ml of acetic acid was added to 1.0 g of 30% hydrogen peroxide and the mixture was stirred for 20 hours at room temperature. Then, the mixture was poured into ca. 3% aqueous sodium hydrogen sulfite solution and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate and the solvent was distilled off. The resulting crude crystals were recrystallized from ethanol to give 1.5 g of 7-acetyl-2,3-dihydro-4-[4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl]thieno[3,2-f]-1,4-thiazepin-5(4H)-one 1-oxide as white crystals, melting at 103°-106° C.

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe resulting crude crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-bb178b764db54690a1476f2862d3f2d8
Source dataset
uspto-grants-1992_08
Patent number
US05141930

Reaction notes

Loading…