Hydrazine → HCID 67017177, compound

HRID 1951302Notes

Reaction equation

HRID 1951302 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH2:9][C:10]([CH2:15][CH3:16])(O)[C:11](O)=[O:12])[CH:5]=[CH:6][CH:7]=1.[NH2:18][NH2:19]>CCCCO>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([CH2:15][CH3:16])[C:11](=[O:12])[NH:18][N:19]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67017140HCID 67017140, compound

Product 1

HCID 67017177HCID 67017177, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
130 °C

Procedure

A RBF was charged with 4-(3-chlorophenyl)-2-ethyl-2-hydroxy-4-oxobutanoic acid (2.78 g, 10.8 mmol), hydrazine (0.510 ml, 16.2 mmol) and 11 mL of n-BuOH. A Dean-Stark apparatus fitted with a reflux condenser was attached, and the mixture was heated under nitrogen at 130° C. for 15 h. Upon cooling a precipitate formed, which was filtered, washed with cold EtOH, and dried. 6-(3-chlorophenyl)-4-ethylpyridazin-3(2H)-one was isolated as a white solid. MS m/z=235 [M+H]+. Calc'd for C12H11ClN2O: 234.68.

Workup

  1. customA Dean-Stark apparatus fitted with a reflux condenser
  2. temperatureUpon cooling a precipitate
  3. customformed
  4. filtrationwhich was filtered
  5. washwashed with cold EtOH
  6. customdried

Sources & evidence

ORD record
ord-670029c5d1c942c2ae703eff9e2a6713
Source dataset
uspto-grants-2013_03
Patent number
US08404694B2

Reaction notes

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