Phenyl isocyanate → HCID 844760, compound

HRID 1859667Notes

Reaction equation

HRID 1859667 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19]>C(OCC)(=O)C>[F:10][C:11]1[CH:17]=[CH:16][C:14]([NH:15][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 677684-Fluoro-3-nitroaniline

Product 1

HCID 844760HCID 844760, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Phenylisocyanate (12.0 g, 0.1 mol) was added to 4-fluoro-3-nitroaniline (15.6 g, 0.1 mol) in ethyl acetate (400 mL) at room temperature. The reaction mixture was stirred overnight, then the volume was reduced to approximately 200 mL and the resulting suspension filtered to afford the product (14.3 g); m.p. 200-202° C. Concentration of the filtrate followed by filtration afforded an additional crop of product (5.4 g).

Workup

  1. filtrationthe resulting suspension filtered

Sources & evidence

ORD record
ord-afb7a61b470148ebbc01b448a26d3697
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

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