4-Isopropylaniline → N-[4-(Propan-2-yl)phenyl]ethanimidic acid

HRID 1982742Notes

Reaction equation

HRID 1982742 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH:8]([C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1)([CH3:10])[CH3:9]>C(Cl)(Cl)Cl>[C:5]([NH:15][C:14]1[CH:16]=[CH:17][C:11]([CH:8]([CH3:10])[CH3:9])=[CH:12][CH:13]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 74644-IsopropylanilineHCID 7918Acetic Anhydride

Product 1

HCID 258025N-[4-(Propan-2-yl)phenyl]ethanimidic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Acetic anhydride (26.0 g, 254 mmol) is slowly added dropwise to a solution of 4-isopropylaniline (17.2 g, 127 mmol) in 80 ml of chloroform. In the course of this, intense heating of the reaction mixture occurs. On completion of the dropwise addition, the mixture is stirred at room temperature for another 2 h. The reaction mixture is concentrated to dryness and the resulting, reddish-white solid is recrystallized from hexane.

Workup

  1. temperatureIn the course of this, intense heating of the reaction mixture
  2. additionOn completion of the dropwise addition
  3. concentrationThe reaction mixture is concentrated to dryness
  4. customthe resulting, reddish-white solid is recrystallized from hexane

Sources & evidence

ORD record
ord-5971b1fea1034cda9ef8a0c487591110
Source dataset
uspto-grants-2009_06
Patent number
US07540978B2

Reaction notes

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