Hydroxylamine → 613-92-3

HRID 2167324Notes

Reaction equation

HRID 2167324 reaction equation
[C:1](#[N:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:9][OH:10]>C(O)C>[OH:10]/[N:9]=[C:1](\[NH2:8])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 7505Benzonitrile

Product 1

HCID 7259353613-92-3

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethanol (5.0 mL), benzonitrile (203 mg, 1.97 mmol) and hydroxylamine (520 mg, 7.87 mmol) were refluxed for 1 hour. The reaction was then cooled to room temperature and concentrated in vacuo to give the a clear oil which was taken to the next step without further purification (268 mg, 100%). 1H NMR (500 MHz, CDCL3) δ(ppm): 4.92 (2H, bs), 7.38-7.44 (3H, m), 7.62-7.65 (2H, m). 13C NMR (125 MHz, CDCL3) δ(ppm): 126.1 (CH), 128.9 (CH), 130.2 (CH), 132.6, 152.8. MS (FAB+): 137 (MH+). HRMS for C7H8N2O (MH+): calculated: 137.0715; found 137.0718.

Workup

  1. concentrationconcentrated in vacuo
  2. customto give the a clear oil which
  3. customwas taken to the next step without further purification (268 mg, 100%)

Sources & evidence

ORD record
ord-f6ca0ab001c4416cb5184b47a8373195
Source dataset
uspto-grants-2015_06
Patent number
US09045442B2

Reaction notes

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