Water → HCID 12793832, compound

HRID 1494344Notes

Reaction equation

HRID 1494344 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH:12]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(N(CC)CC)C.O>CN(C)C=O>[CH:12]1([NH:18][C:2]2[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 962WaterHCID 7965CyclohexylamineHCID 8471TriethylamineHCID 677672,5-Difluoronitrobenzene

Product 1

HCID 12793832HCID 12793832, compoundYield 82.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 5.0 g (31 mmol) 2.5-difluoronitrobenzene, 3.8 ml (31 mmol) cyclohexylamine and 4.4 ml (31 mmol) triethylamine in 50 ml dimethylformamide was stirred at 80° C. for 2 h. After cooling to 25° C. 100 ml water was added. The precipitate was filtered off and washed with water to give 6.1 g (82%) N-cyclohexy-4-fluoro-2-nitroaniline. M.p. 93.0° C.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with water

Sources & evidence

ORD record
ord-ae3c3495d3e54894ba2464f64641ed46
Source dataset
uspto-grants-1991_06
Patent number
US05026704

Reaction notes

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