Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → Pyrimethanil camphorsulfonate

HRID 378248Notes

Reaction equation

HRID 378248 reaction equation
[C:1]12([CH2:11][S:12]([OH:15])(=[O:14])=[O:13])[C:8]([CH3:10])([CH3:9])[CH:5]([CH2:6][CH2:7]1)[CH2:4][C:2]2=[O:3].[CH3:16][C:17]1[CH:18]=[C:19]([CH3:30])[N:20]=[C:21]([NH:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:22]=1>C(O)C.C1(C)C=CC=CC=1>[CH3:16][C:17]1[CH:18]=[C:19]([CH3:30])[N:20]=[C:21]([NH:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:22]=1.[C:1]12([CH2:11][S:12]([O-:15])(=[O:13])=[O:14])[C:8]([CH3:10])([CH3:9])[CH:5]([CH2:6][CH2:7]1)[CH2:4][C:2]2=[O:3]

Participants

5

Reactant 2

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 91650Pyrimethanil

Product 1

HCID 86755180Pyrimethanil camphorsulfonate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

A solution of camphorsulfonic acid (1.25 g) in ethanol (10 ml) was added slowly to a solution of pyrimethanil (1 g) in toluene (20 ml) and the mixture allowed to stand for 30 minutes at room temperature. The mixture was evaporated under reduced pressure and the residue recrystallised from a mixture of diisopropyl ether and ethyl acetate to give pyrimethanil camphorsulfonate, m.p. 1 66-7° C. (compound 2)

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. customthe residue recrystallised from a mixture of diisopropyl ether and ethyl acetate

Sources & evidence

ORD record
ord-36364d251dde4c629eb170e8b92029f2
Source dataset
uspto-grants-2000_02
Patent number
US06030977

Reaction notes

Loading…