Ammonia → A 643C

HRID 1277487Notes

Reaction equation

HRID 1277487 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]([CH3:13])([CH3:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:4].[NH3:14]>O.C(O)C>[NH2:14][CH2:2][C:3]([NH:5][C:6]([CH3:13])([CH3:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:4]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 234541292-chloro-N-(1,1-dimethylhexyl)acetamide

Product 1

HCID 128299A 643C

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A suspension of 2-Chloro-N-(1,1-dimethylhexyl)acetamide (2.5 g, 12 m mol) in a mixture of water (50 ml) and ethanol (50 ml) was saturated in ammoniain the cold and held at room temperature for two days with the occasional passage of ammonia. The mixture was evaporated to a gum which was partially dried by azeotroping with ethanol then 40-60 petrol. The residuewas dissolved in chloroform (50 ml) and stirred with sodium carbonate (2 g)and water (10 ml) for 1/2 hour. The organic phase was then separated, driedover magnesium sulphate, evaporated to a yellow oil and distilled to give 2-amino-N-(1,1-dimethylhexyl)acetamide as a colourless oil, b.p. 109°-113° C. at 0.4 mm Hg.

Workup

  1. customThe mixture was evaporated to a gum which
  2. customwas partially dried
  3. customby azeotroping with ethanol
  4. dissolutionThe residuewas dissolved in chloroform (50 ml)
  5. customThe organic phase was then separated, driedover magnesium sulphate
  6. customevaporated to a yellow oil
  7. distillationdistilled

Sources & evidence

ORD record
ord-5eec591ef2084b67936a31f67b0a447b
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

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