N-bromobutanimide → HCID 22032380, compound

HRID 1792454Notes

Reaction equation

HRID 1792454 reaction equation
[Cl:1][C:2]1[C:3]([NH:8][CH2:9][CH2:10][OH:11])=[N:4][CH:5]=[CH:6][CH:7]=1.[Br:12]N1C(=O)CCC1=O>ClCCl.C(OCC)(=O)C>[Br:12][C:6]1[CH:7]=[C:2]([Cl:1])[C:3]([NH:8][CH2:9][CH2:10][OH:11])=[N:4][CH:5]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 22031162HCID 22031162, compound

Product 1

HCID 22032380HCID 22032380, compoundYield 103.6%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.1 g of 2-(3-chloro-2-pyridinylamino)ethanol was dissolved in 25 mL dichloromethane, and 2.3 g N-bromosuccinimide was added little by little thereto at 0° C. and stirred for 1.5 hours. The reaction mixture was diluted with ethyl acetate and then washed with an aqueous saturated sodium bicarbonate and brine, the organic layer was dried over anhydrous sodium sulfate, and the solvent was removed, whereby 3.17 g of the title compound (yellow oil) was obtained.

Workup

  1. washwashed with an aqueous saturated sodium bicarbonate and brine
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-015fb88594894c9e9b8be65f3fc280b6
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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