Hydrazine hydrate (1:1) → 6-(4-benzylamino-3-hydroxy-phenyl)-5-ethyl-4-methyl-4,5-dihydro-2H-pyridazin-3-one

HRID 1619934Notes

Reaction equation

HRID 1619934 reaction equation
[CH2:1]([NH:8][C:9]1[CH:24]=[CH:23][C:12]([C:13]([CH:15]([CH2:21][CH3:22])[CH:16]([CH3:20])[C:17](O)=[O:18])=O)=[CH:11][C:10]=1[OH:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:27][NH2:28]>C(O)(=O)C>[CH2:1]([NH:8][C:9]1[CH:24]=[CH:23][C:12]([C:13]2[CH:15]([CH2:21][CH3:22])[CH:16]([CH3:20])[C:17](=[O:18])[NH:27][N:28]=2)=[CH:11][C:10]=1[OH:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 674664213-(4-Benzylamino-3-hydroxy-benzoyl)-2-methyl-pentanoic acid

Product 1

HCID 674646956-(4-benzylamino-3-hydroxy-phenyl)-5-ethyl-4-methyl-4,5-dihydro-2H-pyridazin-3-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.00 g (8.79 mmol) 3-(4-benzylamino-3-hydroxy-benzoyl)-2-methyl-pentanoic acid, 6.31 mL (126.00 mmol) hydrazine hydrate and 25 mL glacial acetic acid are stirred for 3 h at 110° C. The reaction mixture is concentrated by rotary evaporation i. V. and the residue is separated through RP (xBridge, MeOH/H2O/TFA).

Workup

  1. concentrationThe reaction mixture is concentrated by rotary evaporation i
  2. customand the residue is separated through RP (xBridge, MeOH/H2O/TFA)

Sources & evidence

ORD record
ord-1df32d9f5bff4e3289bea27e1fa98480
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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