Hydrazine hydrate (1:1) → HCID 178519494, compound

HRID 378210Notes

Reaction equation

HRID 378210 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=O)[C:9](=[CH:18][N:19](C)C)[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1.O.[NH2:24]N>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([C:10](=[O:11])[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:18][NH:19][N:24]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54012366HCID 54012366, compound

Product 1

HCID 178519494HCID 178519494, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(3-Chlorophenyl)-2-(N,N-dimethylaminomethylene)-3-phenyl-1,3-propanedione (11.25 g) synthesized in accordance with Example 1 was dissolved in ethanol (150 ml) and added with hydrazine hydrate (1.98 g). After heating at reflux temperature for 3 hours, the solvent was distilled off, and then the resulting residue was added with diisopropyl ether and stirred. The resulting solid was then filtered off, recrystallized from acetonitrile to give the compound of interest (3.0 g). M.P.: 161.3-164.1° C.

Workup

  1. temperatureAfter heating
  2. temperatureat reflux temperature for 3 hours
  3. distillationthe solvent was distilled off
  4. additionthe resulting residue was added with diisopropyl ether
  5. filtrationThe resulting solid was then filtered off
  6. customrecrystallized from acetonitrile
  7. customto give the compound of interest (3.0 g)

Sources & evidence

ORD record
ord-c9efa25aa3324e0db23598b93955003c
Source dataset
uspto-grants-2000_02
Patent number
US06030926

Reaction notes

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