Tetrahydrofuran → HCID 21930308, compound

HRID 1243648Notes

Reaction equation

HRID 1243648 reaction equation
C1COCC1.[I:6][C:7]1[CH:13]=[C:12]([Br:14])[CH:11]=[CH:10][C:8]=1[NH2:9].[F:15][C:16]([F:27])([F:26])[C:17]1[CH:18]=[C:19]([N:23]=[C:24]=[O:25])[CH:20]=[CH:21][CH:22]=1>N1C=CC=CC=1>[I:6][C:7]1[CH:13]=[C:12]([Br:14])[CH:11]=[CH:10][C:8]=1[NH:9][C:24]([NH:23][C:19]1[CH:20]=[CH:21][CH:22]=[C:17]([C:16]([F:15])([F:26])[F:27])[CH:18]=1)=[O:25]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 8239344-Bromo-2-iodoaniline

Product 1

HCID 21930308HCID 21930308, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
65 °C

Procedure

To a 100 mL of anhydrous THF in a 250 mL round bottom flask containing a stirring bar, 2-iodo-4-bromoaniline (2.00 g, 6.70 mmol) was added along with 3-trifluoromethylphenylisocyanate (1.51 g, 7.00 mmol) and 52 mg of pyridine. The resulting solution was heated at 65° C. overnight. THF was removed by rotary evaporation and the product was recrystallized from ethyl acetate to give 3.0 g (92%) of 1-(2-iodo-4-bromophenyl)-3-(3-trifluoromethylphenyl)urea as a white solid.

Workup

  1. customTHF was removed by rotary evaporation
  2. customthe product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-c773fb6d31e141309fed9c88791efee6
Source dataset
uspto-grants-2006_10
Patent number
US07119120B2

Reaction notes

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