Water → HCID 135591765, compound

HRID 2118961Notes

Reaction equation

HRID 2118961 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:24])=[C:5]([C:19]2[O:20][CH:21]=[N:22][N:23]=2)[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[Cl:18])[C:7]=1C(O)=O.O>C(O)COCCO>[CH3:24][C:4]1[NH:3][C:2]([CH3:1])=[CH:7][CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[Cl:18])[C:5]=1[C:19]1[O:20][CH:21]=[N:22][N:23]=1

Participants

4

Reactant 2

HCID 962WaterHCID 135591770HCID 135591770, compound

Product 1

HCID 135591765HCID 135591765, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

20 g of 1,4-dihydro-2,6-dimethyl-4-(2,3-dichlorophenyl)-5-(1,3,4-oxadiazol-2-yl)-pyridine-3-carboxylic acid in 100 ml of diethylene glycol are heated at 180° C. for 10 minutes. The mixture is then cooled to room temperature, 500 ml of water are added and the mixture is extracted by shaking with four times 200 ml of ethyl acetate. The organic phase is dried over sodium sulphate and concentrated and the residue is recrystallised from ethyl acetate with the addition of active charcoal. This gives 12.2 g (corresponding to 61% of theory) of 1,4-dihydro-2,6-dimethyl-3-(1,3,4-oxadiazol-2-yl)-4-(2,3-dichlorophenyl)-pyridine, melting point 235° C. with decomposition.

Workup

  1. extractionthe mixture is extracted
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. concentrationconcentrated
  4. customthe residue is recrystallised from ethyl acetate with the addition of active charcoal

Sources & evidence

ORD record
ord-89c8b0dbc7e747acbd34323f1378e357
Source dataset
uspto-grants-1987_07
Patent number
US04681891

Reaction notes

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