HCID 13505962, compound → HCID 13505961, compound

HRID 1981529Notes

Reaction equation

HRID 1981529 reaction equation
[CH3:1][N:2]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]2)C(=O)C>Cl>[CH3:1][NH:2][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]2

Participants

3

Reactant 1

HCID 13505962HCID 13505962, compound

Product 1

HCID 13505961HCID 13505961, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To 6-(N-methyl-N-acetylamino)-3,4-dihydrocarbostyril (8 g) is added 20% hydrochloric acid (100 ml), and the mixture is refluxed for 6 hours. After the reaction, the reaction mixture is distilled under reduced pressure, and to the residue is added 1N aqueous sodium hydroxide. The resulting precipitate is separated by filtration, washed with water, dried, and then recrystallized from ethyl acetate to give 6-methylamino-3,4-dihydrocarbostyril (5 g), as colorless prisms, m.p. 164°-167° C.

Workup

  1. temperaturethe mixture is refluxed for 6 hours
  2. customAfter the reaction
  3. distillationthe reaction mixture is distilled under reduced pressure
  4. additionto the residue is added 1N aqueous sodium hydroxide
  5. customThe resulting precipitate is separated by filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7f5df437051943469f7a574a1736fa02
Source dataset
uspto-grants-1986_06
Patent number
US04593035

Reaction notes

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