N-bromobutanimide → HCID 19103177, compound

HRID 1198742Notes

Reaction equation

HRID 1198742 reaction equation
[Br:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:17][C:18]([C:25]([F:28])([F:27])[F:26])=[CH:19][C:20]=2[C:21]([F:24])([F:23])[F:22])=[CH:12][CH:11]=1>O1CCCC1>[Br:1][C:19]1[C:20]([C:21]([F:22])([F:23])[F:24])=[C:16]([C:13]2[CH:12]=[CH:11][C:10]([Cl:9])=[CH:15][CH:14]=2)[NH:17][C:18]=1[C:25]([F:28])([F:26])[F:27]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 15191074HCID 15191074, compound

Product 1

HCID 19103177HCID 19103177, compoundYield 38.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-Bromosuccinimide (0.9 g, 5 mmol) is added to a solution of 2-(p-chlorophenyl)-3,5-bis(trifluoromethyl)pyrrole (0.78 g, 2.5 mmol) and tetrahydrofuran (50 mL). The reaction mixture is stirred at room temperature overnight then concentrated in vacuo to give a solid. The solid is chromatographed using silica gel and 20% ethyl acetate in hexanes as eluant to yield the title compound as a light green solid (0.376 g, mp 71°-75° C., 38%).

Workup

  1. concentrationthen concentrated in vacuo
  2. customto give a solid
  3. customThe solid is chromatographed

Sources & evidence

ORD record
ord-7647cfb1c0c1414e821351fbaa64639e
Source dataset
uspto-grants-1994_01
Patent number
US05281719

Reaction notes

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