Ethanol → HCID 12851867, compound

HRID 1156894Notes

Reaction equation

HRID 1156894 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:20][C:21]([OH:23])=[O:22])[C:14]=3[CH:13]=[CH:12][N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].S(=O)(=O)(O)O.[CH2:29](O)[CH3:30]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:20][C:21]([O:23][CH2:29][CH3:30])=[O:22])[C:14]=3[CH:13]=[CH:12][N:11]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 12851866HCID 12851866, compound

Product 1

HCID 12851867HCID 12851867, compound

Procedure

1-(4-Nitrophenyl)isoquinoline-5-acetic acid (5.0 g) was dissolved in 300 ml of ethanol, and 4.0 ml of conc. sulfuric acid was added. The mixture was heated for 6 hours. After the reaction, the solvent was distilled off. Benzene was added to the residue. It was washed in water and dried. The solvent was distilled off, and the residue was recrystallized from ethanehexane to afford 4.8 g of ethyl 1-(4-nitrophenyl)isoquinoline-5-acetate as colorless needles having a melting point of 89.5° to 90.5° C.

Workup

  1. temperatureThe mixture was heated for 6 hours
  2. customAfter the reaction
  3. distillationthe solvent was distilled off
  4. additionBenzene was added to the residue
  5. washIt was washed in water
  6. customdried
  7. distillationThe solvent was distilled off
  8. customthe residue was recrystallized from ethanehexane

Sources & evidence

ORD record
ord-674899a8706a49ad8777db974fdeac62
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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