Water → HCID 178513212, compound

HRID 1722916Notes

Reaction equation

HRID 1722916 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:11]#[N:12])[CH2:10][CH2:9]1.[OH2:13].Cl.[NH2:15]O.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:11](=[NH:15])[NH:12][OH:13])[CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 962Water2×HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 200261681-(2-Bromophenyl)cyclopropane-1-carbonitrile

Product 1

HCID 178513212HCID 178513212, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-(2-bromophenyl)cyclopropanecarbonitrile (19.6 g, 0.1 mole) in ethanol (100 ml), there was added water (100 ml) and then added hydroxylamine hydrochloride (14.0 g, 0.2 mole) and finally added sodium carbonate (11.0 g, 0.1 mole). The reaction mixture was refluxed for 16 hrs. The reaction mixture was cooled to room temperature and water (100 ml) was added. A white precipitate formed and was filtered to give 9.39 g of product (36% yield; M.P. 164°-167° C.).

Workup

  1. temperatureThe reaction mixture was refluxed for 16 hrs
  2. customA white precipitate formed
  3. filtrationwas filtered

Sources & evidence

ORD record
ord-de4ee98b16ae423aac737bd9763909a2
Source dataset
uspto-grants-1989_08
Patent number
US04859232

Reaction notes

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