Hydrazine → HCID 178467228, compound
Reaction equation
Br[CH2:2][C:3](OCC)([O:9][CH2:10][CH3:11])[C:4](=O)[CH2:5][C:6]#[N:7].[NH2:15][NH2:16]>>[C:6]([CH2:5][C:4]1[C:3]([O:9][CH2:10][CH3:11])=[CH:2][NH:16][N:15]=1)#[N:7]Participants
3
Procedure
Heterocyclic molecules are also derived from the above polyfunctional small molecules, which behave similarly. For example, 5-bromo-4,4-diethoxy-3-oxovaleronitrile is reacted with hydrazine, forming (via hydrazone formation, cyclization and ethanol elimination) 3-cyanomethyl-4-ethoxypyrazole; and acetimido 3-bromo-2,2-diethoxypropionate is cyclized on warming to produce 3-methyl-5-(2-bromo-1,1-diethoxyethyl)-1,2,5-oxadiazole. The latter is deketalized by warming in 95% formic acid to produce the corresponding 3-methyl-5-(2-bromoacetyl)-1,2,5-oxadiazole.
Sources & evidence
- ORD record
- ord-c5cc437779964b299c7f3e99497983bf
- Source dataset
- uspto-grants-1984_04
- Patent number
- US04443621
Reaction notes
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