m-Chloroperbenzoic acid → HCID 19811516, compound

HRID 373230Notes

Reaction equation

HRID 373230 reaction equation
[CH2:1]([N:4]1[C:9](=[O:10])[CH:8]=[C:7]([S:11][CH2:12][CH2:13][CH3:14])[N:6]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:32]([C:33]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)([C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=4)[C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[N:31]=[N:30][N:29]=3)=[CH:18][CH:17]=2)[C:5]1=[O:52])[CH2:2][CH3:3].ClC1C=CC=C(C(OO)=[O:61])C=1>ClCCl>[CH2:1]([N:4]1[C:9](=[O:10])[CH:8]=[C:7]([S:11]([CH2:12][CH2:13][CH3:14])=[O:61])[N:6]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:32]([C:33]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)([C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=4)[C:40]4[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=4)[N:31]=[N:30][N:29]=3)=[CH:18][CH:17]=2)[C:5]1=[O:52])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 19811521HCID 19811521, compound

Product 1

HCID 19811516HCID 19811516, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-propyl-6-propylthio-1-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidine-2,4(1H,3H)-dione (0.6 g) in dichloromethane (10 ml) was added m-chloroperbenzoic acid (0.16 g) and the mixture was stirred at room temperature for 16 hours. The reaction mixture was washed with an aqueous sodium bicarbonate solution and water, and evaporated to dryness. The resulting residue was purified by column chromatography on silica gel to give colorless powders (0.27 g, 44%).

Workup

  1. washThe reaction mixture was washed with an aqueous sodium bicarbonate solution and water
  2. customevaporated to dryness
  3. customThe resulting residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-a426ac2212134510ad2e7f87d9333e8e
Source dataset
uspto-grants-1992_11
Patent number
US05162326

Reaction notes

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