Diethanolamine → HCID 10491618, compound

HRID 1458709Notes

Reaction equation

HRID 1458709 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[NH:12]([CH2:16][CH2:17][OH:18])[CH2:13][CH2:14][OH:15]>CS(C)=O>[OH:15][CH2:14][CH2:13][N:12]([C:7]1[CH:6]=[CH:5][C:4]([N+:9]([O-:11])=[O:10])=[CH:3][C:2]=1[Cl:1])[CH2:16][CH2:17][OH:18]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 676882-Chloro-1-fluoro-4-nitrobenzene

Product 1

HCID 10491618HCID 10491618, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
140 °C

Procedure

Dissolved in 8 ml of DMSO were 10.0 g (57.0 mmol) of 3-chloro-4-fluronitrobenzene and 8.6 g (82 mmol) of diethanolamine. The thus-obtained mixture was stirred under heat for 2 hours at 140° C., followed by extraction with ethyl acetate. The solvent was distilled out under reduced pressure, whereby 9.5 g of the title compound were obtained as a yellow oil (yield: 64%).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. distillationThe solvent was distilled out under reduced pressure

Sources & evidence

ORD record
ord-e150a9436f40469f87ce6544e1a81a8e
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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