m-Chloroperbenzoic acid → HCID 135833441, compound

HRID 247131Notes

Reaction equation

HRID 247131 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:36])=[C:5]([C:32]([O:34][CH3:35])=[O:33])[CH:6]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=2)[C:7]=1[C:8]1[O:12][N:11]=[C:10]([CH2:13][S:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:15])[N:9]=1.ClC1C=C(C=CC=1)C(OO)=[O:42]>C(Cl)(Cl)Cl>[CH3:1][C:2]1[NH:3][C:4]([CH3:36])=[C:5]([C:32]([O:34][CH3:35])=[O:33])[CH:6]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=2)[C:7]=1[C:8]1[O:12][N:11]=[C:10]([CH2:13][S:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)(=[O:42])=[O:15])[N:9]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 135833421HCID 135833421, compound

Product 1

HCID 135833441HCID 135833441, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 550 mg of methyl 1,4-dihydro-2,6-dimethyl-3-(3-benzylsulfinylmethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylate in 30 ml of chloroform was added 520 mg of m-chloroperoxybenzoic acid. After stirring at room temperature for 8 hours, the mixture was treated in the same manner as described in Example 117 to give 180 mg of methyl 1,4-dihydro-2,6-dimethyl-3-(3-benzylsulfonylmethyl-1,2,4-oxadiazol-5-yl)-4-(3-nitrophenyl)pyridine-5-carboxylate, m.p. 227° C.

Workup

  1. additionthe mixture was treated in the same manner

Sources & evidence

ORD record
ord-0fecd4f731c0426a9f5e83a3820d1c2d
Source dataset
uspto-grants-1987_11
Patent number
US04705786

Reaction notes

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