Potassium Carbonate → 5-bromo-2-[(N,N-dimethylthiocarbamoyl)oxy]benzaldehyde

HRID 1901314Notes

Reaction equation

HRID 1901314 reaction equation
[Br:1][C:2]1[CH:9]=[C:6]([CH:7]=[O:8])[C:5]([OH:10])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:17][N:18]([CH3:22])[C:19](Cl)=[S:20]>CC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:19](=[S:20])[N:18]([CH3:22])[CH3:17])=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27871Dimethylthiocarbamoyl chlorideHCID 728635-Bromosalicylaldehyde

Product 1

HCID 212515955-bromo-2-[(N,N-dimethylthiocarbamoyl)oxy]benzaldehydeYield 78.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

8.13 g of 5-bromosalicylaldehyde was dissolved in 100 ml of acetone, followed by the addition of 6.7 g of anhydrous potassium carbonate. With stirring at room temperature, 5.0 g of N,N-dimethylthiocarbamoyl chloride was added to the above solution, and the stirring was continued for two hours. The resulting reaction solution was poured into ice water, and crystals thus precipitated were collected by filtration, and dried to obtain 9.2 g of 5-bromo-2-[(N,N-dimethylthiocarbamoyl)oxy]benzaldehyde.

Workup

  1. customThe resulting reaction solution
  2. customthus precipitated
  3. filtrationwere collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-d2bda5a808684f9abb0b5193877b5183
Source dataset
uspto-grants-1996_11
Patent number
US05576343

Reaction notes

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