Hydrazine hydrate (1:1) → HCID 57743123, compound

HRID 910142Notes

Reaction equation

HRID 910142 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[N:17]=[C:18]([CH3:22])[S:19][C:20]=2[CH3:21])=[CH:4][CH:3]=1.O.[NH2:24][NH2:25]>C(O)CCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH3:13])=[N:25][NH:24][C:10](=[O:11])[C:9]=2[C:16]2[N:17]=[C:18]([CH3:22])[S:19][C:20]=2[CH3:21])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57743114HCID 57743114, compound

Product 1

HCID 57743123HCID 57743123, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 0.86 g of 4-(4-chlorophenyl)-3-(2,5-dimethyl-4-thiazolyl)-5-hydroxy-5-methyl-2(5H)-furanone, 0.18 g of hydrazine monohydrate and 8 ml of 1-butanol was heated under reflux for 5 hours. The reaction mixture was cooled to 0° C. The deposited solid was collected by filtration. The solid was washed with a mixed solvent of hexane and t-butyl methyl ether, and dried under reduced pressure to obtain 0.54 g of 5-(4-chlorophenyl)-4-(2,5-dimethyl-4-thiazolyl)-6-methyl-2H-pyridazin-3-one.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. filtrationThe deposited solid was collected by filtration
  4. washThe solid was washed with a mixed solvent of hexane and t-butyl methyl ether
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-157e103ce88242ca8b4b938a3d61cb69
Source dataset
uspto-grants-2011_09
Patent number
US08022073B2

Reaction notes

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