Hydrogen Peroxide → HCID 13851172, compound

HRID 978445Notes

Reaction equation

HRID 978445 reaction equation
[F:1][C:2]1[CH:34]=[CH:33][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:27](=[O:28])[C:26]4[C:21](=[CH:22][C:23]([N+:29]([O-:31])=[O:30])=[CH:24][CH:25]=4)[NH:20][C:19]3=S)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[OH-:35].[K+].O.OO>C(O)C.C(O)(=O)C>[F:1][C:2]1[CH:34]=[CH:33][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:27](=[O:28])[C:26]4[C:21](=[CH:22][C:23]([N+:29]([O-:31])=[O:30])=[CH:24][CH:25]=4)[NH:20][C:19]3=[O:35])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14797Potassium HydroxideHCID 13851171HCID 13851171, compound

Product 1

HCID 13851172HCID 13851172, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

To a stirred mixture of 36 parts of 3-[4-[4-(4-fluorobenzoyl)-1-piperidinyl]butyl]-2,3-dihydro-7-nitro-2-thioxo-4(1H)-quinazolinone, 700 parts of a potassium hydroxide solution in ethanol 5% and 150 parts of water were added 500 parts of a hydrogen peroxide solution 3% at room temperature. The whole was stirred overnight at room temperature. The mixture was neutralized with acetic acid. The product was filtered off, washed with water and 2-propanol and stirred in 2,2'-oxybispropane and thrichloromethane. The product was filtered off and dried, yielding 31 parts (88%) of 3-[4-[4-(4-fluorobenzoyl)-1-piperidinyl]butyl]-7-nitro-2,4(1H,3H)-quinazolinedione; mp. 188° C. (24).

Workup

  1. filtrationThe product was filtered off
  2. washwashed with water and 2-propanol
  3. stirringstirred in 2,2'-oxybispropane
  4. filtrationThe product was filtered off
  5. customdried

Sources & evidence

ORD record
ord-a4034369cb1e4c479a0a8c39469d1830
Source dataset
uspto-grants-1987_05
Patent number
US04665075

Reaction notes

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