Methane → HCID 19867724, compound

HRID 1198944Notes

Reaction equation

HRID 1198944 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[C:9]([NH2:12])[CH:10]=2)[NH:5][C:4](=[O:14])[CH:3]=1.C>C(O)C>[CH3:1][CH:2]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[C:9]([NH2:12])[CH:10]=2)[NH:5][C:4](=[O:14])[CH2:3]1

Participants

4

Reactant 2

HCID 297MethaneHCID 198677256-Amino-4,8-dimethyl-2(1H)-quinolinone

Product 1

HCID 19867724HCID 19867724, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 4-methyl-6-amino-8-methyl-2-(1H)-quinolone (0.38 g) in absolute ethanol (50 cm3) was hydrogenated at 100° and 2000 p.s.i. (13.7×106Pa) pressure over 10% palladised charcoal (0.05 g) for 72 hours. The cooled solution was then filtered through "Solkafloc" (Trade mark for a cellulose-base filtering aid) and evaporated in vacuo to give a solid which was chromtographed on silica (Merck "MK 60.9385" [Trade Mark]) eluting with methanol:chloroform, 1:50 by volume. Combination and evaporation of appropriate fractions gave a residue which on trituration with ethyl acetate afforded the title compound, m.p. 207°-10°, (0.22 g).

Workup

  1. customwas hydrogenated at 100°
  2. filtrationThe cooled solution was then filtered through "Solkafloc" (Trade mark for a cellulose-base
  3. filtrationfiltering aid) and
  4. customevaporated in vacuo
  5. customto give a solid which
  6. washeluting with methanol
  7. customCombination and evaporation of appropriate fractions
  8. customgave a residue which on trituration with ethyl acetate

Sources & evidence

ORD record
ord-b515485c515f42048d12646d4f660d01
Source dataset
uspto-grants-1990_02
Patent number
US04898872

Reaction notes

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