Acetyl chloride → N'-Allyl-N'-cyclobutyl-hydrazine hydrochloride
Reaction equation
C([Cl:4])(=O)C.C(OC([NH:12][N:13]([CH2:18][CH:19]=[CH2:20])[CH:14]1[CH2:17][CH2:16][CH2:15]1)=O)(C)(C)C>CO>[ClH:4].[CH2:18]([N:13]([CH:14]1[CH2:17][CH2:16][CH2:15]1)[NH2:12])[CH:19]=[CH2:20]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
Acetyl chloride (1.45 mL, 20.41 mmol) was added dropwise into methanol (10 mL) at 0° C. The resulting mixture was stirred at 25° C. for 30 min. N′-allyl-N′-cyclobutyl-hydrazinecarboxylic acid tert-butyl ester (0.40 g, 1.77 mmol) was added in one portion. The reaction was stirred at 25° C. for 18 h. The mixture was concentrated in vacuo and used directly in the next step.
Workup
- stirringThe reaction was stirred at 25° C. for 18 h
- concentrationThe mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-4b4a5ccc34fd4c86bd3f18d9761613e0
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07582626B2
Reaction notes
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