Ammonia → HCID 10081732, compound

HRID 1732245Notes

Reaction equation

HRID 1732245 reaction equation
Br[CH:2]([CH3:15])[C:3]([NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:13][CH3:14])=[O:4].[NH3:16]>>[NH2:16][CH:2]([CH3:15])[C:3]([NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:13][CH3:14])=[O:4]

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 439233653984-87-5

Product 1

HCID 10081732HCID 10081732, compound

Conditions

Temperature
55 °C

Procedure

A slurry of 20.9 g 2-bromo-2'-ethyl-6'-methyl propionanilide, 125 ml 95% alcohol, and 75 ml concd. ammonia was saturated with gaseous ammonia and was heated to 55° C. for 30 hours in a pressure vessel. The reaction mixture was filtered and the filtrate concentration in vacuo. The residue was dissolved in 2 M hydrochloric acid and was extracted with ethyl acetate. The acid phase was made alkaline to pH 9 and was extracted with methylene chloride to give 15.5 g of a crystallizing oil. Recrystallized from ether-petroleum ether, the compound (2-amino-2'-ethyl-6'-methylpropionanilide) melted at 68.5°-70° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentration in vacuo
  3. dissolutionThe residue was dissolved in 2 M hydrochloric acid
  4. extractionwas extracted with ethyl acetate
  5. extractionwas extracted with methylene chloride

Sources & evidence

ORD record
ord-0d23a45efa82471b8acc1ae6dcda1c9c
Source dataset
uspto-grants-1980_12
Patent number
US04237068

Reaction notes

Loading…