Hydroxyamine hydrochloride → HCID 13489807, compound
Reaction equation
C[N:2](C)[CH:3]=[C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14])[CH:5]=[O:6].Cl.NO>C(O)C>[N+:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:4]1[CH:3]=[N:2][O:6][CH:5]=1)([O-:15])=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 75 g of 3-(dimethylamino)-2-(2-nitrophenyl)acrolein [prepared by the procedure of U. Hengartner et al., J. Org. Chem., 44, 3748 (1979)] and 47.3 g of hydroxylamine hydrochloride in 300 ml of ethanol was refluxed for 10 hours, then concentrated to dryness in vacuo. Water (400 ml) was added to the residue and the suspension filtered. The isolated solid was recrystallized from 2-propanol to yield 56 g of the title compound; m.p. 51°-54° C.
Workup
- customprepared by the procedure of U
- concentrationconcentrated to dryness in vacuo
- additionWater (400 ml) was added to the residue
- filtrationthe suspension filtered
- customThe isolated solid was recrystallized from 2-propanol
Sources & evidence
- ORD record
- ord-7ab1758c208a4eb6bf0197b9a9c9e599
- Source dataset
- uspto-grants-1989_03
- Patent number
- US04810282
Reaction notes
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