Bromine → HCID 19419301, compound

HRID 374518Notes

Reaction equation

HRID 374518 reaction equation
[Br:1]Br.[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]1[NH:9][C:10]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:12]=1[C:13]#[N:14].C([O-])(=O)C.[Na+].S(=O)(O)[O-].[Na+]>C(O)(=O)C>[Br:1][C:7]1[O:3][C:4]([C:8]2[NH:9][C:10]([C:15]([F:18])([F:16])[F:17])=[CH:11][C:12]=2[C:13]#[N:14])=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 24408BromineHCID 517045Sodium AcetateHCID 19419280HCID 19419280, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 19419301HCID 19419301, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (0.71 g, 4.42 mmol) is added to a solution of 2-(2-furyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (1.00 g, 4.42 mmol) and sodium acetate (0.36 g, 4.42 mmol) in acetic acid. The reation mixture is stirred for 15 minutes and poured into a 1% sodium bisulfite solution. The solids are filtered from the aqueous mixture, dried overnight under high vacuum and recrystallized from ethyl acetate and hexane to obtain the title product as red crystals (1.21 g, 90% mp 224°-226° C.

Workup

  1. filtrationThe solids are filtered from the aqueous mixture
  2. customdried overnight under high vacuum
  3. customrecrystallized from ethyl acetate and hexane

Sources & evidence

ORD record
ord-f79594696f314487812a75c5af262361
Source dataset
uspto-grants-1996_01
Patent number
US05480902

Reaction notes

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