N,N-Dimethylaniline → HCID 23369633, compound

HRID 1900849Notes

Reaction equation

HRID 1900849 reaction equation
C([O:4][C:5]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]2[C:6]=1[CH:7]=[C:8]([CH:17]([CH3:19])[CH3:18])[C:9](=[O:16])[NH:10]2)C=C.CN(C)[C:22]1[CH:27]=CC=C[CH:23]=1>>[CH2:27]([C:14]1[C:5]([OH:4])=[C:6]2[C:11](=[C:12]([CH3:15])[CH:13]=1)[NH:10][C:9](=[O:16])[C:8]([CH:17]([CH3:18])[CH3:19])=[CH:7]2)[CH:22]=[CH2:23]

Participants

3

Reactant 2

HCID 949N,N-DimethylanilineHCID 23369687HCID 23369687, compound

Product 1

HCID 23369633HCID 23369633, compoundYield 81.1%

Conditions

Temperature
202 °C

Procedure

5-Allyloxy-3-isopropyl-8-methylcarbostyril (1.85 g, 7.20 mmol) was suspended in N,N-dimethylaniline (20 ml). The suspension was heated and dissolved while stirring at 202° C. for 90 minutes. The reaction system was heated under reduced pressure until condensed. The resultant residue was recrystallized from methanol-ether-hexane to obtain 1.50 g of the title compound as pale yellow powdery crystals (81.1%).

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 methanol-ether-hexane

Sources & evidence

ORD record
ord-494ecbf142f84588b2a29b18d5aeea01
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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