HCID 11566320, compound → HCID 54139464, compound

HRID 1939278Notes

Reaction equation

HRID 1939278 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:14]=2[OH:22])=[O:11])[CH:6]=[CH:7][CH:8]=1>O1CCCC1.[Pd]>[F:1][C:2]([F:23])([F:24])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=2[OH:22])=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 11566320HCID 11566320, compound

Product 1

HCID 54139464HCID 54139464, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

N-(3-(trifluoromethyl)phenyl)-N'-(2-hydroxy-4-nitrophenyl) urea (1.00 g, 2.9 mmol) was subjected to catalytic reduction in tetrahydrofuran (50 ml) using 5% palladium on carbon (0.20 g). The reaction mixture was filtered through a path of celite. Evaporation of the filtrate and subsequent recrystallization of the crude product from methanol/water 1:1 (50 ml) afforded the title compound. 0.68 g (75%) of the title compound was isolated. M.p. 200°-202° C.

Workup

  1. filtrationThe reaction mixture was filtered through a path of celite
  2. customEvaporation of the filtrate and subsequent recrystallization of the crude product from methanol/water 1:1 (50 ml)

Sources & evidence

ORD record
ord-81918011c657492c90d3402b13e3685c
Source dataset
uspto-grants-1997_12
Patent number
US05696138

Reaction notes

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