m-Chloroperbenzoic acid → 7-Chloro-1-methyl-3-(methylsulfonyl)-4(1H)-cinnolinone

HRID 1578498Notes

Reaction equation

HRID 1578498 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[C:7]([S:13]([CH3:15])=[O:14])=[N:8][N:9]2[CH3:12])=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:25])C=1.CN1C2C(=CC=CC=2)C(=O)C(S(C)(=O)=O)=N1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[C:7]([S:13]([CH3:15])(=[O:25])=[O:14])=[N:8][N:9]2[CH3:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 124214871-methyl-3-(methylsulfonyl)cinnolin-4(1H)-oneHCID 215591267-chloro-1-methyl-3-(methylsulfinyl)-4(1H)-cinnolinone

Product 1

HCID 215591297-Chloro-1-methyl-3-(methylsulfonyl)-4(1H)-cinnolinone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

This was prepared by oxidizing a solution of 10 g of 7-chloro-1-methyl-3-(methylsulfinyl)-4(1H)-cinnolinone in 500 ml of CHCl3 with 7.5 g of m-chloroperbenzoic acid in analogous fashion to 1-methyl-3-(methylsulfonyl)-4(1H)-cinnolinone. The material was recrystallized from CH3CN, m.p. 270°-72°; yield 7.5 g (71%).

Workup

  1. customThis was prepared
  2. customThe material was recrystallized from CH3CN, m.p. 270°-72°

Sources & evidence

ORD record
ord-67ff0b3de7a543ed9f74d3ddf356c350
Source dataset
uspto-grants-1976_02
Patent number
US03937704

Reaction notes

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