Hydroxylamine → HCID 54148817, compound

HRID 558001Notes

Reaction equation

HRID 558001 reaction equation
[C:1](#[N:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:11][OH:12]>CCO>[OH:12][N:11]=[C:1]([NH2:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 746673-Phenylprop-2-enenitrile

Product 1

HCID 54148817HCID 54148817, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Cinnamonitrile (1 g, 7.74 mmol) and hydroxylamine (0.71 cm3, 11.6 mmol, 1.5 eq) were reacted in EtOH (7 cm3) as described for AO6 (two chromatographic separations were needed in purification) to give N′-hydroxycinnamimidamide (0.88 g, 70%) as a light orange solid, mp 85-87° C. (lit 93° C.).

Workup

  1. customas described for AO6 (two chromatographic separations were needed in purification)

Sources & evidence

ORD record
ord-66ac28a4c04b4a22b00b142c3ecabb1d
Source dataset
uspto-grants-2011_11
Patent number
US08062429B2

Reaction notes

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