HCID 13105805, compound → HCID 13068330, compound

HRID 1632500Notes

Reaction equation

HRID 1632500 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-c4bbae0f75304c57bbe8dac0a8b7e8b8
Source dataset
uspto-grants-1984_10
Patent number
US04476133

Reaction notes

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