Triethylamine → HCID 178513225, compound

HRID 1697268Notes

Reaction equation

HRID 1697268 reaction equation
Cl.[NH2:2][OH:3].C(N(CC)CC)C.[Br:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[CH:18]=[C:17]([C:22]#[N:23])[CH:16]=[CH:15]2>C(O)C>[Br:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[CH:18]=[C:17]([C:22]([NH:2][OH:3])=[NH:23])[CH:16]=[CH:15]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 146621156-Bromonaphthalene-2-carbonitrile

Product 1

HCID 178513225HCID 178513225, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.48 g hydroxylamine-hydrochloride and 5.68 ml triethylamine are added to 4.10 g of 6-bromo-2-cyano-naphthalene in 100 ml of ethanol and the reaction mixture is refluxed for four hours. After cooling to ambient temperature the solvent is distilled off in vacuo using the rotary evaporator and the flask residue is divided between water and ethyl acetate. The aqueous phase is extracted with ethyl acetate and the combined organic phases are dried on magnesium sulphate and evaporated down.

Workup

  1. temperaturethe reaction mixture is refluxed for four hours
  2. distillationis distilled off in vacuo
  3. customthe rotary evaporator
  4. extractionThe aqueous phase is extracted with ethyl acetate
  5. customthe combined organic phases are dried on magnesium sulphate
  6. customevaporated down

Sources & evidence

ORD record
ord-de8976d12e9940d2bc603ab462d1e8e3
Source dataset
uspto-grants-2012_04
Patent number
US08163911B2

Reaction notes

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