HCID 23369821, compound → HCID 23369625, compound

HRID 1900852Notes

Reaction equation

HRID 1900852 reaction equation
[CH:1]([C:4]1[C:5](=[O:21])[NH:6][C:7]2[C:12]([CH:13]=1)=[C:11]([O:14]CC=C(C)C)[CH:10]=[CH:9][C:8]=2[CH3:20])([CH3:3])[CH3:2]>CN(C)C1C=CC=CC=1>[CH3:13][CH:4]([C:10]1[C:11]([OH:14])=[C:12]2[C:7](=[C:8]([CH3:20])[CH:9]=1)[NH:6][C:5](=[O:21])[C:4]([CH:1]([CH3:2])[CH3:3])=[CH:13]2)[C:1]([CH3:3])=[CH2:2]

Participants

3

Reactant 1

HCID 23369821HCID 23369821, compound

Product 1

HCID 23369625HCID 23369625, compoundYield 178.6%

Reagents, catalysts & solvents 1

HCID 949N,N-DimethylanilineSolvent

Conditions

Temperature
202 °C

Procedure

3-Isopropyl-8-methyl-5-prenyloxycarbostyril (1.90 g, 6.67 mmol) was suspended in N,N-dimethylaniline (30 ml). The suspension was heated and dissolved while stirring at 202° C. for 2 hours. The reaction system was heated under reduced pressure until condensed. The resultant residue was recrystallized from chloroform-hexane to obtain 1.70 g of the title compound as pale yellow powdery crystals (89.5%).

Workup

  1. temperatureThe suspension was heated
  2. dissolutiondissolved
  3. temperatureThe reaction system was heated under reduced pressure until condensed
  4. customThe resultant residue was recrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-bdbbca41c1f249b98f6aa9bc10c6393a
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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