p-Anisoyl chloride → HCID 14322322, compound

HRID 2231643Notes

Reaction equation

HRID 2231643 reaction equation
[NH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:13][C:14]#[N:15])=[N:5][N:4]=1)[NH2:2].C(N(CC)CC)C.[CH3:23][O:24][C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=O)=[CH:27][CH:26]=1>O1CCOCC1>[CH3:23][O:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]2[N:4]3[N:5]=[C:6]([CH2:13][C:14]#[N:15])[C:7]4[C:12]([C:3]3=[N:1][N:2]=2)=[CH:11][CH:10]=[CH:9][CH:8]=4)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 7477p-Anisoyl chlorideHCID 8471TriethylamineHCID 14322321HCID 14322321, compound

Product 1

HCID 14322322HCID 14322322, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-hydrazino-1-phthalazin-acetonitrile (0.7 g), triethylamine (0.4 g), p-methoxybenzoylchloride (0.68 g), dioxane (10 ml), is heated at reflux for 5 h, then it is cooled, the solvent is evaporated under reduced pressure, the residue is taken up with water, recovered by filtration and crystallized from ethanol/chloroform, yielding 3-(4-methoxyphenyl)-1,2,4-triazolo[3,4-a]phthalazin-6-acetonitrile. M.p. 252°-254° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 5 h
  3. temperatureit is cooled
  4. customthe solvent is evaporated under reduced pressure
  5. filtrationrecovered by filtration
  6. customcrystallized from ethanol/chloroform

Sources & evidence

ORD record
ord-2d8c1d3223bc4e64a96f8953bfcd4de3
Source dataset
uspto-grants-1988_11
Patent number
US04783461

Reaction notes

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