Sulfuric Acid → Propanamide, 2-(dimethylamino)-2-methyl-

HRID 1283546Notes

Reaction equation

HRID 1283546 reaction equation
S(=O)(=O)(O)O.[CH3:6][N:7]([CH3:13])[C:8]([CH3:12])([CH3:11])[C:9]#[N:10].[OH-:14].[Ba+2].[OH-]>>[CH3:6][N:7]([CH3:13])[C:8]([CH3:12])([CH3:11])[C:9]([NH2:10])=[O:14]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 6093286Barium hydroxideHCID 105108312-(Dimethylamino)-2-methylpropanenitrile

Product 1

HCID 21409863Propanamide, 2-(dimethylamino)-2-methyl-Yield 45%

Conditions

Temperature
90 °C

Procedure

Conc. Sulphuric acid (8 ml.) was added to 2-dimethylamino-2-methyl-propionitrile (2 g.), and was heated to 90°C and allowed to stand for five mins. The reaction mixture was added to ice cold water (100 ml.), barium hydroxide (32 g.) was added to neutralise the acid and the mixture was filtered (hyflo). The filtrate was evaporated under reduced pressure to give a solid residue which was crystallised from light petroleum (80°-100°C) to give 2-dimethylamino-2-methylpropionamide (1 g. 45%) m.p. 109°-111°C.

Workup

  1. additionwas added
  2. filtrationthe mixture was filtered (hyflo)
  3. customThe filtrate was evaporated under reduced pressure
  4. customto give a solid residue which
  5. customwas crystallised from light petroleum (80°-100°C)

Sources & evidence

ORD record
ord-0eedefc7dbf448dab6db49e5906563a1
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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