Sodium ethoxide → 1,2,4-Triazolo(3,4-a)phthalazine, 8-chloro-3-ethoxy-6-phenyl-

HRID 2232232Notes

Reaction equation

HRID 2232232 reaction equation
Cl[C:2]1[N:6]2[N:7]=[C:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:9]3[C:14]([C:5]2=[N:4][N:3]=1)=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=3.[O-:22][CH2:23][CH3:24].[Na+]>C(O)C>[Cl:15][C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[C:5]1=[N:4][N:3]=[C:2]([O:22][CH2:23][CH3:24])[N:6]1[N:7]=[C:8]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 212833453,8-Dichloro-6-phenyl-1,2,4-triazolo[3,4-a]phthalazine

Product 1

HCID 30712441,2,4-Triazolo(3,4-a)phthalazine, 8-chloro-3-ethoxy-6-phenyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3,8-dichloro-6-phenyl-1,2,4-triazolo[3,4-a]phthalazine (5 g), sodium ethoxide (1.3 g) and absolute ethanol (40 ml) is poured into a steel bomb and heated to 100° C. for 8 hours. Then the mixture is cooled and concentrated to dryness. The obtained residue is triturated with water, filtered and crystallized from ethanol/chloroform yielding 3.3 g of the compound of the title. M.p. 226°-28° C.

Workup

  1. temperatureThen the mixture is cooled
  2. concentrationconcentrated to dryness
  3. customThe obtained residue is triturated with water
  4. filtrationfiltered
  5. customcrystallized from ethanol/chloroform yielding 3.3 g of the compound of the title

Sources & evidence

ORD record
ord-17364f967c404d738d567aa56ee9dfc9
Source dataset
uspto-grants-1988_11
Patent number
US04788186

Reaction notes

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