HCID 22758855, compound → HCID 22758808, compound

HRID 1704824Notes

Reaction equation

HRID 1704824 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]3[C:16](=[O:17])[C:15]([C:18]([O:20]CC)=[O:19])=[CH:14][N:13]=[C:10]32)=[CH:5][CH:4]=1>C(O)(=O)C.Cl.O>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]3[C:16](=[O:17])[C:15]([C:18]([OH:20])=[O:19])=[CH:14][N:13]=[C:10]32)=[CH:5][CH:4]=1

Participants

5

Reactant 1

HCID 22758855HCID 22758855, compound

Product 1

HCID 22758808HCID 22758808, compoundYield 96%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of ethyl 10-methoxy-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (3.0 g., 0.010 mole) in a mixture of acetic acid (45 ml.) and 37% hydrochloric acid (23 ml.) was refluxed for 45 minutes. The mixture was cooled, diluted with water, and the yellow solid collected and dried to give the title acid: 2.6 g.(96% yield) m.p. 261°-263°. Recrystallization from acetic acid followed by n-butyl acetate gave the analytical sample, m.p. 262°-264°.

Workup

  1. temperaturewas refluxed for 45 minutes
  2. temperatureThe mixture was cooled
  3. customthe yellow solid collected
  4. customdried

Sources & evidence

ORD record
ord-79e44a80eeb44c04bef41cf57b195b1d
Source dataset
uspto-grants-1978_11
Patent number
US04127720

Reaction notes

Loading…