4-(Dimethylamino)Benzaldehyde → HCID 54189510, compound

HRID 1655108Notes

Reaction equation

HRID 1655108 reaction equation
[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[CH3:12][S:13]([CH2:16][C:17]#[N:18])(=[O:15])=[O:14].C([O-])(=O)C.[NH4+]>C(O)C>[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[C:16]([C:17]#[N:18])[S:13]([CH3:12])(=[O:15])=[O:14])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 74794-(Dimethylamino)BenzaldehydeHCID 75283(Methylsulfonyl)acetonitrileHCID 517165Ammonium Acetate

Product 1

HCID 54189510HCID 54189510, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of p-dimethylaminobenzaldehyde (2.20 g, 15 mmol) dissolved in 30 mL of absolute ethanol was added 1.8 g (15 mmol) of methylsulfonylacetonitrile and 1.2 g (15 mmol) of ammonium acetate. The mixture was heated at reflux under nitrogen for 1 hr and then poured into 150 g of ice water. The precipitated solid was filtered and air dried. The crude material was crystallized from absolute ethanol to give 3.5 g (93%) of (1) as a yellow solid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux under nitrogen for 1 hr
  3. filtrationThe precipitated solid was filtered
  4. customair dried
  5. customThe crude material was crystallized from absolute ethanol

Sources & evidence

ORD record
ord-cf15472ab5ce44f5a8088a3c97599092
Source dataset
uspto-grants-1995_04
Patent number
US05410630

Reaction notes

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