2-Amino-5-bromopyridine → HCID 86753004, compound

HRID 1456295Notes

Reaction equation

HRID 1456295 reaction equation
[Cl:1][C:2](OCC(Cl)(Cl)Cl)=[O:3].[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][N:12]=1>ClCCCl>[ClH:1].[Br:17][C:14]1[CH:15]=[CH:16][C:11]([N:10]=[C:2]=[O:3])=[N:12][CH:13]=1

Participants

4

Reactant 2

HCID 706222-Amino-5-bromopyridineHCID 870632,2,2-Trichloroethyl chloroformate

Product 1

HCID 86753004HCID 86753004, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

78.0 ml (0.64 mol) of trichloroethyl chloroformate are added dropwise to a stirred solution of 100 g (0.58 mol) of 2-amino-5-bromopyridine in 400 ml of 1,2-dichloroethane at the boiling point. After the addition, the mixture is boiled under reflux for 2 hours and is then allowed to cool to room temperature. The precipitate formed is separated off by filtration, washed thoroughly with 100 ml of 1,2-dichloroethane and dried under a high vacuum over sodium hydroxide. 98.3 g (72%) of the title compound are obtained as a yellow solid.

Workup

  1. additionAfter the addition
  2. temperatureunder reflux for 2 hours
  3. customThe precipitate formed
  4. customis separated off by filtration
  5. washwashed thoroughly with 100 ml of 1,2-dichloroethane
  6. dry with materialdried under a high vacuum over sodium hydroxide

Sources & evidence

ORD record
ord-a6047c5a83864f24aa95335a5f259fa5
Source dataset
uspto-grants-1998_12
Patent number
US05843967

Reaction notes

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