Hydrazine hydrate (1:1) → HCID 57447447, compound

HRID 1907671Notes

Reaction equation

HRID 1907671 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12](O)([CH3:13])[O:11][C:10](=O)[C:9]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[CH:4][CH:3]=1.O.[NH2:23][NH2:24]>C(O)CCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH3:13])=[N:24][NH:23][C:10](=[O:11])[C:9]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57950219HCID 57950219, compound

Product 1

HCID 57447447HCID 57447447, compoundYield 48.4%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 0.67 g of 4-(4-chlorophenyl)-5-hydroxy-5-methyl-3-(2-pyridyl)-2(5H)-furanone, 0.25 g of hydrazine monohydrate and 8 ml of 1-butanol was stirred for 5 hours on an oil bath of 110° C. The reaction mixture was cooled to 0° C. The deposited solid was collected by filtration. The resultant solid was washed with a mixed solvent of hexane and t-butyl methyl ether, and dried under reduced pressure, to obtain 0.32 g of 5-(4-chlorophenyl)-6-methyl-4-(2-pyridyl)-2H-pyridazin-3-one.

Workup

  1. temperatureThe reaction mixture was cooled to 0° C
  2. filtrationThe deposited solid was collected by filtration
  3. washThe resultant solid was washed with a mixed solvent of hexane and t-butyl methyl ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-dc782c1bd70643bb917ac60dc3bc8023
Source dataset
uspto-grants-2013_12
Patent number
US08598176B2

Reaction notes

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