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Hydrazine hydrate (1:1) → 6-Oxo-1-((2-(trimethylsilyl)ethoxy)methyl)-1,6-dihydropyridazine-4-carbohydrazide

HRID 500540
Notes
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Reaction equation

HRID 500540 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[C:10](=[O:12])[CH:11]=1)=O)C.O.[NH2:22][NH2:23]>C(O)C>[O:12]=[C:10]1[N:9]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[N:8]=[CH:7][C:6]([C:4]([NH:22][NH2:23])=[O:3])=[CH:11]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 248517026-Oxo-1-(2-trimethylsilanyl-ethoxymethyl)-1,6-dihydro-pyridazine-4-carboxylic acid ethyl ester

Product 1

HCID 248517036-Oxo-1-((2-(trimethylsilyl)ethoxy)methyl)-1,6-dihydropyridazine-4-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

The title compound from Example 19.2 (0.85 g, 2.8 mmol) was stirred in ethanol. Hydrazine hydrate (0.720 g, 14.2 mmol) was added to the solution and the reaction was stirred at 50° C. for 1 hour. The reaction was concentrated and triturated with methanol and diethyl ether to produce a precipitate which was collected by vacuum filtration as the title compound (0.56 g, 57%).

Workup

  1. concentrationThe reaction was concentrated
  2. customtriturated with methanol and diethyl ether
  3. customto produce a precipitate which
  4. filtrationwas collected by vacuum filtration as the title compound (0.56 g, 57%)

Sources & evidence

ORD record
ord-a7cd0a8d955c472eaf3c100b1e724384
Source dataset
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07772235B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes