Water → HCID 58479947, compound

HRID 391504Notes

Reaction equation

HRID 391504 reaction equation
[Br:1][C:2]1[C:7]([CH:8]=O)=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[SH:17].C([O-])(=O)C.[Pb+4].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.O>C(O)(=O)C>[Br:1][C:2]1[C:7]([C:8]2[S:17][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 87132-AminothiophenolHCID 47149512-BromonicotinaldehydeHCID 178418268HCID 178418268, compound

Product 1

HCID 58479947HCID 58479947, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6.58 g (34.0 mmol) of 2-bromo-3-pyrdinecarboxaldehyde and 5.5 mL (50.9 mmol) of 2-aminothiophenol were dissolved in 150 mL of acetic acid. The solution was agitated at room temperature for 30 minutes. Next, 19.0 g (40.8 mmol) of lead (IV) acetate was added thereto. The resulting product was agitated at 50° C. for 1 hour. Then, water was added to the acquired reactant. The mixture was extracted with ethyl acetate and treated under reduced pressure to remove the solvent, obtaining 5.55 g (Y=55%) of a white solid.

Workup

  1. stirringThe resulting product was agitated at 50° C. for 1 hour
  2. extractionThe mixture was extracted with ethyl acetate
  3. additiontreated under reduced pressure
  4. customto remove the solvent
  5. customobtaining 5.55 g (Y=55%) of a white solid

Sources & evidence

ORD record
ord-6ee9fcfc81b5484f8189c2914393a579
Source dataset
uspto-grants-2013_02
Patent number
US08383932B2

Reaction notes

Loading…