Diethanolamine → HCID 22096780, compound

HRID 1458718Notes

Reaction equation

HRID 1458718 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].[NH:15]([CH2:19][CH2:20][OH:21])[CH2:16][CH2:17][OH:18]>CS(C)=O>[F:12][C:11]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[N:15]([CH2:19][CH2:20][OH:21])[CH2:16][CH2:17][OH:18]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 949542-Fluoro-5-nitrobenzotrifluoride

Product 1

HCID 22096780HCID 22096780, compoundYield 8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
140 °C

Procedure

2-Fluoro-5-nitrobenzotrifluoride (5.0 g; 23.9 mmol) and 6.0 g (57.1 mmol) of diethanolamine were dissolved solved in 30 ml of DMSO, followed by stirring under heat at 140° C. for 5 hours. The reaction mixture was extracted with ethyl acetate and the extract was then dried over magnesium sulfate. The brown oil so obtained was purified by chromatography on a silica gel column (chloroform/ methanol=10/1), whereby 565 mg of the title compound were obtained as yellow powder (yield: 8%).

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. dry with materialthe extract was then dried over magnesium sulfate
  3. customThe brown oil so obtained
  4. customwas purified by chromatography on a silica gel column (chloroform/ methanol=10/1)

Sources & evidence

ORD record
ord-86778f9d90054f0b93636aab2da56b8c
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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