Phthalic Anhydride → HCID 178463969, compound

HRID 25619

Reaction equation

HRID 25619 reaction equation
OO.NC(N)=[O:5].C1(=O)OC(=O)C2=CC=CC=C12.[C:18]([Si:22]([CH3:56])([CH3:55])[O:23][CH2:24][CH2:25][N:26]([CH2:53][CH3:54])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C@H:32]1[CH2:37][CH2:36][C@H:35]([N:38]([CH3:52])[S:39]([C:42]2[CH:47]=[CH:46][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:44][CH:43]=2)(=[O:41])=[O:40])[CH2:34][CH2:33]1)([CH3:21])([CH3:20])[CH3:19]>C(Cl)Cl>[C:18]([Si:22]([CH3:55])([CH3:56])[O:23][CH2:24][CH2:25][N:26]([CH2:53][CH3:54])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C@H:32]1[CH2:33][CH2:34][C@H:35]([N+:38]([O-:5])([CH3:52])[S:39]([C:42]2[CH:47]=[CH:46][C:45]([C:48]([F:50])([F:51])[F:49])=[CH:44][CH:43]=2)(=[O:41])=[O:40])[CH2:36][CH2:37]1)([CH3:19])([CH3:20])[CH3:21]

Participants

5

Reactant 3

HCID 6811Phthalic AnhydrideHCID 31294Carbamide PeroxideHCID 178463970HCID 178463970, compound

Product 1

HCID 178463969HCID 178463969, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

175 mg (1.86 mmol) H2O2-Urea adduct suspended in 2 ml CH2Cl2 were treated with 137 mg (0.9 mmol) phthalic anhydride. After stirring at RT for 15 min to this mixture was added 500 mg (8.4 mmol) crude trans-N-[4-(5-{[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-ethyl-amino}-pentyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide in 3 ml CH2Cl2 and the solution was stirred at RT. The mixture was washed with an aqueous solution of NaHCO3, the organic phase was washed with brine and dried over Na2SO4.348 mg crude trans-N-[4-(5-{[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-ethyl-amino}-pentyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide N-oxide were isolated as colorless oil.

Workup

  1. stirringthe solution was stirred at RT
  2. washThe mixture was washed with an aqueous solution of NaHCO3
  3. washthe organic phase was washed with brine
  4. dry with materialdried over Na2SO4

Sources & evidence

ORD record
ord-7b410dd5c7b243e7b07af3012a0d8595
Source dataset
uspto-grants-2005_02
Patent number
US06858651B2

Linked notes

Loading…