Potassium Carbonate → Methyl 3-[(4-formyl-2-nitrophenyl)sulfanyl]propanoate

HRID 1271694Notes

Reaction equation

HRID 1271694 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[SH:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([S:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1)=[O:7]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18050Methyl 3-mercaptopropionateHCID 855054-Chloro-3-nitrobenzaldehyde

Product 1

HCID 18454516Methyl 3-[(4-formyl-2-nitrophenyl)sulfanyl]propanoateYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-chloro-3-nitrobenzaldehyde (2.60 g, 0.014 mole) and methyl 3-mercaptopropionate (1.92 g, 0.016 mole) in DMF (10 mL) was added anhydrous K2CO3 (2.07 g, 0.016 mole). After stirring at ambient temperature for 16 hr, the reaction was quenched with ice water. The precipitated product was collected by suction filtration, washed well with water, and dried in vacuo to give a bright yellow solid (3.65 g, 97%).

Workup

  1. customthe reaction was quenched with ice water
  2. filtrationThe precipitated product was collected by suction filtration
  3. washwashed well with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-3d649518d24644d2819806010402f9d3
Source dataset
uspto-grants-2007_04
Patent number
US07205408B2

Reaction notes

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