m-Chloroperbenzoic acid → HCID 19866677, compound

HRID 1199443Notes

Reaction equation

HRID 1199443 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([S:13][C:14]3[NH:18][C:17]4[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=4[N:15]=3)[CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:31])C=1>C(OCC)(=O)C.C(Cl)Cl>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([S:13]([C:14]3[NH:15][C:16]4[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=4[N:18]=3)=[O:31])[CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 19866700HCID 19866700, compound

Product 1

HCID 19866677HCID 19866677, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

The product of step (b) above (390 mg) in ethyl acetate (20 ml) was cooled to -5° and treated with m-chloroperbenzoic acid (273 mg of 85% pure material). The temperature was allowed to rise to ambient. The reaction mixture was then diluted with ethyl acetate and methylene chloride, and then washed with sodium bisulphite solution, sodium bicarbonate solution and brine. The solution was dried and evaporated. Column chromatography (SiO2 /ethyl acetate) gave the title compound 140 mg, mp 178°-9° (d).

Workup

  1. washwashed with sodium bisulphite solution, sodium bicarbonate solution and brine
  2. customThe solution was dried
  3. customevaporated

Sources & evidence

ORD record
ord-61554ab96bbe450c87b1f68ebd0f6748
Source dataset
uspto-grants-1990_02
Patent number
US04900751

Reaction notes

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