Water → 6-Chloro-3-(3-phenoxy-phenyl)-[1,2,4]triazolo[3,4-a]phthalazine

HRID 2241864Notes

Reaction equation

HRID 2241864 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[N:12][NH:13][C:14](=O)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH:4][N:3]=1.Cl.C(N([CH2:28][CH3:29])CC)C.[OH2:30]>C(O)CO>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[N:12][N:13]=[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([O:30][C:29]4[CH:28]=[CH:8][CH:7]=[CH:6][CH:5]=4)[CH:16]=3)[N:4]2[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11130Triethylamine hydrochlorideHCID 178523952HCID 178523952, compound

Product 1

HCID 873256806-Chloro-3-(3-phenoxy-phenyl)-[1,2,4]triazolo[3,4-a]phthalazine

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
130 °C

Procedure

2.5 g benzoic acid (4-chloro-2H-phthalazin-1-ylidene)-hydrazide and 1 g triethylamine hydrochloride are suspended in 60 ml ethylene glycol and stirred at 130° C. for 3 h. The reaction mixture is cooled to ambient temperature and added to 600 ml water. The product is extracted with dichloromethane, the organic layer is dried with sodium sulphate and concentrated under reduced pressure. The residue is recrystallized from N,N-dimethylformamide to give the title compound.

Workup

  1. temperatureThe reaction mixture is cooled to ambient temperature
  2. extractionThe product is extracted with dichloromethane
  3. dry with materialthe organic layer is dried with sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue is recrystallized from N,N-dimethylformamide

Sources & evidence

ORD record
ord-e632d8964a33431f84ca69436774fc38
Source dataset
uspto-grants-2010_03
Patent number
US07671050B2

Reaction notes

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