Pyridine → HCID 13961199, compound

HRID 1197120Notes

Reaction equation

HRID 1197120 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][C:3]=1[C:14](=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21].N1C=CC=CC=1.[Br:29][CH2:30][C:31](Br)=[O:32]>O1CCOCC1>[Br:29][CH2:30][C:31]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][C:3]=1[C:14](=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])=[O:32]

Participants

5

Reactant 3

HCID 1049PyridineHCID 61147Bromoacetyl bromideHCID 13961197HCID 13961197, compound

Product 1

HCID 13961199HCID 13961199, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

20.9 g (0.66 mol) of ethyl 4-amino-3-(2-chlorobenzoyl)-phenylacetate are dissolved in 170 ml of anhydrous dioxane. First 5.2 ml of absolute pyridine are added and then 13.3 g (0.066 mol) of bromoacetylbromide are added dropwise at room temperature and the mixture is stirred for 24 hours. The suspension is filtered through Kieselgur. The Kieselgur is washed with ether, and the combined filtrates are concentrated in vacuo. The resulting residue is induced to crystallise by addition of ethanol.

Workup

  1. filtrationThe suspension is filtered through Kieselgur
  2. washThe Kieselgur is washed with ether
  3. concentrationthe combined filtrates are concentrated in vacuo
  4. customto crystallise by addition of ethanol

Sources & evidence

ORD record
ord-e1db2ca806d6460a88d9876bbab13ed4
Source dataset
uspto-grants-1992_05
Patent number
US05116971

Reaction notes

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