Diphenyl Ether → HCID 19592754, compound

HRID 613463Notes

Reaction equation

HRID 613463 reaction equation
C([O:4][C:5]1[C:14]2[C:9](=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)C=C.[C:18]1(OC2C=CC=CC=2)[CH:23]=CC=C[CH:19]=1.CCCCCC>C1(C2C=CC=CC=2)C=CC=CC=1>[CH2:23]([C:6]1[C:5](=[O:4])[C:14]2[C:9](=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)[CH:18]=[CH2:19]

Participants

5

Reactant 3

HCID 7583Diphenyl EtherHCID 8058HexaneHCID 19592399HCID 19592399, compound

Product 1

HCID 19592754HCID 19592754, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 7095BiphenylSolvent

Conditions

Temperature
90 °C

Procedure

A solution of 4-allyloxy-8-nitroquinoline (3.72 g) in biphenyl (2.59 g) and diphenyl ether (7.4 g) was heated at 200° C. for 10 minutes. After cooling, n-hexane (40 ml) was added thereto, and the mixture was warmed at 90° C. After cooling, the resulting precipitate was collected by filtration to give 3-allyl-1,4-dihydro-8-nitro-4-oxoquinoline (3.13 g).

Workup

  1. temperatureAfter cooling
  2. temperatureAfter cooling
  3. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-767e764fbfc34a279fda38e344f9c807
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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