Hydroxylamine → HCID 178510758, compound

HRID 2169123Notes

Reaction equation

HRID 2169123 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]#[N:16].[NH2:17][OH:18]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]([NH:17][OH:18])=[NH:16]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 86725778(2'-Chloro-biphenyl-2-yl)-acetonitrile

Product 1

HCID 178510758HCID 178510758, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a stirred solution of (2′-chloro-biphenyl-2-yl)-acetonitrile (15) (2 g, 8.78 mmol) in ethanol (20 mL) was added aqueous hydroxylamine (50%) (1.16 g, 17.8). The mixture was heated to 60° C. for 16 h. After completion of the reaction, the reaction mixture was evaporated, extracted with ethyl acetate and concentrated to get 2-(2′-chloro-biphenyl-2-yl)-N-hydroxy-acetamidine (16) (2.1 g, 91.7%) as an off-white solid which was directly used in the next step.

Workup

  1. customAfter completion of the reaction
  2. customthe reaction mixture was evaporated
  3. extractionextracted with ethyl acetate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-fa72e42ba7a64fe4a7ac6e8becfcd0f2
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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