HCID 13105805, compound → HCID 13068330, compound

HRID 1758769Notes

Reaction equation

HRID 1758769 reaction equation
CN(CC[C:6]1[N:10]2[C:11]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:12]=3[CH:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:22])[O:14][CH2:15][C:9]2=[N:8][N:7]=1)C>C(O)(=O)C>[CH3:9][N:10]([CH2:11][CH2:12][CH2:13][C:6]1[N:10]2[C:11]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:12]=3[CH:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:22])[O:14][CH2:15][C:9]2=[N:8][N:7]=1)[CH3:6]

Participants

3

Reactant 1

HCID 13105805HCID 13105805, compound

Product 1

HCID 13068330HCID 13068330, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Compound 28 is dissolved in acetic acid (10 ml), refluxed under heating for 3 hours, and concentrated under reduced pressure. The residue is neutralized with an aqueous solution of sodium hydrogencarbonate and extracted with chloroform. The chloroform layer is washed with water, dried, and concentrated. The residue is treated on column chromatography (silica gel/methanol) to give crystalline Compound 29 (0.55 g), which is recrystallized from ethyl acetate.

Workup

  1. temperaturerefluxed
  2. temperatureunder heating for 3 hours
  3. concentrationconcentrated under reduced pressure
  4. extractionextracted with chloroform
  5. washThe chloroform layer is washed with water
  6. customdried
  7. concentrationconcentrated
  8. additionThe residue is treated on column chromatography (silica gel/methanol)

Sources & evidence

ORD record
ord-7e02822fdfbe4d2eb6105b1593dc90b0
Source dataset
uspto-grants-1983_02
Patent number
US04374842

Reaction notes

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