Trichloroisocyanuric Acid → HCID 19784120, compound

HRID 256806Notes

Reaction equation

HRID 256806 reaction equation
[Cl:1]N1C(=O)N(Cl)C(=O)N(Cl)C1=O.[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1[N:25]=[C:24]2[O:26][CH2:27][CH2:28][C:23]2=[CH:22][CH:21]=1>ClCCCl.C(Cl)Cl>[Cl:1][C:21]1[CH:22]=[C:23]2[CH2:28][CH2:27][O:26][C:24]2=[N:25][C:20]=1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[Br:13]

Participants

5

Reactant 2

HCID 6909Trichloroisocyanuric AcidHCID 19784121HCID 19784121, compound

Product 1

HCID 19784120HCID 19784120, compoundYield 206.3%

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6344DichloromethaneSolvent

Procedure

Trichloroisocyanuric acid (0.63 g, 2.7 mmol) was added as a solid to a solution of 6-(2-bromophenyl)-2,3-dihydrofuro[2,3-b]pyridine (1.5 g, 5.4 mmol) in 1,2-dichloroethane (30 ml). The mixture was allowed to stir overnight and then a small additional amount of the chlorinating agent was added and the solution refluxed for 1.5 h. The mixture was diluted with methylene chloride and washed with water, brine (sat.), dried (over MgSO4), filtered and concentrated to afford 1.73 grams of the desired product, m.p. 106°-117° C.

Workup

  1. additiona small additional amount of the chlorinating agent was added
  2. temperaturethe solution refluxed for 1.5 h
  3. washwashed with water, brine (sat.)
  4. dry with materialdried (over MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-68716f96a32342bfa63d27dc899fec83
Source dataset
uspto-grants-1993_11
Patent number
US05260261

Reaction notes

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