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

HRID 361885Notes

Reaction equation

HRID 361885 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-194ae01cba6e45ba9d4b3f0a4587913b
Source dataset
uspto-grants-1999_02
Patent number
US05866577

Reaction notes

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