Dimethylformamide → HCID 23295252, compound

HRID 1955345Notes

Reaction equation

HRID 1955345 reaction equation
Cl[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1C=O.[CH3:11][S-:12].[Na+].[CH3:14]N(C)C=O>C(OC)(C)(C)C>[Cl:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:2]([CH3:14])[C:3]=1[CH:11]=[S:12]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 67372,6-DichlorobenzaldehydeHCID 4378561Sodium methanethiolate

Product 1

HCID 23295252HCID 23295252, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
-15 °C

Procedure

20.0 g (0.114 mol) of 2,6-dichlorobenzaldehyde were dissolved in 100 ml of dimethylformamide and, while stirring at -15° C. under nitrogen protective gas, 7.54 g (0.107 mol) of sodium methanethiolate were added. The mixture was stirred at -10 to -15° C. for 5 h and then at room temperature for 12 h. The mixture was taken up in methyl tert-butyl ether, washed with water, dried over sodium sulfate and concentrated under reduced pressure. Yield 19.6 g (92%) of solid.

Workup

  1. stirringThe mixture was stirred at -10 to -15° C. for 5 h
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-731239fea78f426bb13e850624455e10
Source dataset
uspto-grants-2000_09
Patent number
US06124469

Reaction notes

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