Potassium Hydroxide → HCID 19776928, compound

HRID 1612868Notes

Reaction equation

HRID 1612868 reaction equation
[CH3:1][N:2]([CH3:6])[C:3](Cl)=[S:4].[OH:7][C:8]1[C:15]([O:16][CH3:17])=[CH:14][C:13]([CH3:18])=[CH:12][C:9]=1[CH:10]=[O:11].[OH-].[K+]>O1CCCC1.O>[CH3:1][N:2]([CH3:6])[C:3]([O:7][C:8]1[C:15]([O:16][CH3:17])=[CH:14][C:13]([CH3:18])=[CH:12][C:9]=1[CH:10]=[O:11])=[S:4]

Participants

6

Reactant 3

HCID 14797Potassium Hydroxide2×HCID 27871Dimethylthiocarbamoyl chlorideHCID 7172053HCID 7172053, compound

Product 1

HCID 19776928HCID 19776928, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

100 ml (0.8 mol) of dimethylthiocarbamoyl chloride in 150 ml of tetrahydrofuran are added at 5°-10° C. to 100 g (0.6 mol) of 2-hydroxy-3-methoxy-5-methylbenzaldehyde and 33.6 g (0.6 mol) of potassium hydroxide in 400 ml of water. The mixture is stirred at 25° C. for 15 min and, after adding 200 ml of 10% strength aqueous potassium hydroxide solution, extracted with ethyl acetate, the organic phase is washed with water and dried with sodium sulphate and, after concentrating in vacuo, the residue is recrystallised from ethanol.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic phase is washed with water
  3. dry with materialdried with sodium sulphate
  4. concentrationafter concentrating in vacuo
  5. customthe residue is recrystallised from ethanol

Sources & evidence

ORD record
ord-75487402251346bcbebdfcd33ad624d5
Source dataset
uspto-grants-1993_03
Patent number
US05190971

Reaction notes

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