Ammonia → (2,5-Difluorophenyl)urea

HRID 1350041Notes

Reaction equation

HRID 1350041 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N:9]=[C:10]=[O:11].[NH3:12]>O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[NH:9][C:10]([NH2:12])=[O:11]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 27332661,4-Difluoro-2-isocyanatobenzene

Product 1

HCID 20117068(2,5-Difluorophenyl)ureaYield 67%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,5-difluorophenyl isocyanate (1 g, 6.45 mmol) in tetrahydrofuran (50 mL) at 0° C. was added a 28% aqueous solution of ammonia (30 mL). The mixture was stirred for 1 h allowing the temperature to warm up to room temperature, then concentrated under reduced pressure, taken into water and filtered. The solid was washed twice with water and with ether, then dried at 65° C. under reduced pressure to give 740 mg (67%) of intermediate 6.

Workup

  1. concentrationconcentrated under reduced pressure
  2. filtrationfiltered
  3. washThe solid was washed twice with water and with ether
  4. customdried at 65° C. under reduced pressure

Sources & evidence

ORD record
ord-3dcb585789554f59b5cd596c22c166ae
Source dataset
uspto-grants-2007_05
Patent number
US07214676B2

Reaction notes

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