m-Chloroperbenzoic acid → HCID 10401503, compound

HRID 373307Notes

Reaction equation

HRID 373307 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]([C:14]1[C:15]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[N:16][CH:17]=[C:18]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)[CH:19]=1)#[N:13]>C(Cl)(Cl)Cl>[C:12]([C:14]1[C:15]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[N:16][CH:17]=[C:18]([C:20]2[CH:21]=[CH:22][N+:23]([O-:9])=[CH:24][CH:25]=2)[CH:19]=1)#[N:13]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 1309523-Cyano-2-morpholino-5-(pyrid-4-yl)pyridine

Product 1

HCID 10401503HCID 10401503, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.1 g M-chloroperbenzoic acid is added at room temperature with stirring to a solution of 1.3 g 3-cyano-2-morpholino-5-(pyrid-4-yl)-pyridine in 20 ml chloroform. The reaction mixture is stirred for 48 hours at room temperature. Subsequently it is extracted with a bicarbonate solution and the chloroform phase is evaporated under vacuum. The residue is treated with water, filtered off with suction, dried at 110° C., and crystallized from a mixture of isopropanol and ethanol. Yield: 1.0 g (73% of the theoretical yield), with a melting point of 233° C.-235° C.

Workup

  1. extractionSubsequently it is extracted with a bicarbonate solution
  2. customthe chloroform phase is evaporated under vacuum
  3. additionThe residue is treated with water
  4. filtrationfiltered off with suction
  5. customdried at 110° C.
  6. customcrystallized from a mixture of isopropanol and ethanol
  7. customYield: 1.0 g (73% of the theoretical yield), with a melting point of 233° C.-235° C.

Sources & evidence

ORD record
ord-8b842e5509b3429989d3133e44f2d208
Source dataset
uspto-grants-1992_11
Patent number
US05162533

Reaction notes

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