Water → 1,4-Bis(phenyl)phthalazine

HRID 33743Notes

Reaction equation

HRID 33743 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:24][NH2:25].O>C(O)(=O)C>[C:2]1([C:1]2[C:9]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:25][N:24]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 708751,2-Dibenzoylbenzene

Product 1

HCID 122812351,4-Bis(phenyl)phthalazineYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a cooled solution of 1,2-bis(benzoyl)benzene (286.32, 0.5 g, 1.75 mmol) in glacial acetic acid (12 ml) was added hydrazine monohydrate (3.5 mL) dropwise. The reaction mixture was refluxed for 4 hours. The resulting bright brown solution was added with water to produce pale yellow precipitate, yield 100%. This was used to the next reaction for complex without further purification. MS: m/z 283.0 (M+).

Workup

  1. temperatureThe reaction mixture was refluxed for 4 hours
  2. customto produce pale yellow precipitate, yield 100%
  3. customThis was used to the next reaction for complex without further purification

Sources & evidence

ORD record
ord-daa2a026a29e418ab69c33c678027d89
Source dataset
uspto-grants-2008_09
Patent number
US07429662B2

Reaction notes

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