Hydrochloric Acid → Ethyl 2-methylpropanimidate--hydrogen chloride (1/1)

HRID 1769048Notes

Reaction equation

HRID 1769048 reaction equation
[C:1](#[N:5])[CH:2]([CH3:4])[CH3:3].[CH2:6]([OH:8])[CH3:7].[ClH:9]>>[ClH:9].[NH:5]=[C:1]([O:8][CH2:6][CH3:7])[CH:2]([CH3:4])[CH3:3]

Participants

4

Procedure

A solution of 138.2 g (2 mol) of isobutyronitrile in 101.2 g (2.2 mol) of ethanol cooled to 0° C. was saturated with anhydrous HCl gas (total vol. of HCl=1.5 L: 2.2 mol) at a rate of 1.5 L/min for 35 minutes. The resulting mixture was tightly capped and stored in a refrigerator (-5° C.) for 5 days and then stirred at room temperature for 18 hours. The solid formed was removed by filtration and the filtrate was poured into 2 L of anhydrous ether with stirring and the resulting reaction mixture was stirred at 0°-5° C. for 30 minutes. The precipitated solid was filtered, washed with anhydrous ether, and dried in a vacuum oven (over KOH) to afford 150 g (98.9%) of 1-imino-1-ethoxyisobutane hydrochloride.

Workup

  1. customThe resulting mixture was tightly capped
  2. customThe solid formed
  3. customwas removed by filtration
  4. additionthe filtrate was poured into 2 L of anhydrous ether
  5. stirringwith stirring
  6. customthe resulting reaction mixture
  7. stirringwas stirred at 0°-5° C. for 30 minutes
  8. filtrationThe precipitated solid was filtered
  9. washwashed with anhydrous ether
  10. dry with materialdried in a vacuum oven (over KOH)

Sources & evidence

ORD record
ord-060dc6d0bf5f44ccb394a22b05a719da
Source dataset
uspto-grants-1995_01
Patent number
US05380729

Reaction notes

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