Hydroxyamine hydrochloride → HCID 178509302, compound

HRID 2388352Notes

Reaction equation

HRID 2388352 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]([C:14]#[N:15])[C:12]#[N:13])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.Cl.[NH2:17][OH:18]>N1C=CC=CC=1>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]3[C:12](=[NH:13])[O:18][NH:17][C:14]3=[NH:15])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 59541855HCID 59541855, compound

Product 1

HCID 178509302HCID 178509302, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 2-(1,4-dioxa-spiro[4.5]dec-8-yl)-malononitrile (as prepared in the previous step, 0.207 g, 1.00 mmol) and hydroxylamine hydrochloride (Aldrich, 0.107 g, 1.54 mmol) in anhydrous pyridine (5 mL) were heated to 100° C. under a reflux condenser for 18 h. After cooling to ambient temperature and evaporation of the solvent in vacuo, the crude product was purified by thin layer chromatography on silica gel (10% methanol in dichloromethane) giving the title compound as an orange solid.

Workup

  1. temperatureAfter cooling to ambient temperature
  2. customevaporation of the solvent in vacuo
  3. customthe crude product was purified by thin layer chromatography on silica gel (10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-a4c6ef6713a64cd38400e785c611d400
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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