Diethanolamine → HCID 22096784, compound

HRID 1458719Notes

Reaction equation

HRID 1458719 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].[NH:12]([CH2:16][CH2:17][OH:18])[CH2:13][CH2:14][OH:15]>CS(C)=O>[CH3:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[N:12]([CH2:16][CH2:17][OH:18])[CH2:13][CH2:14][OH:15]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 68001Benzene, 1-fluoro-2-methyl-4-nitro-

Product 1

HCID 22096784HCID 22096784, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
140 °C

Procedure

In 30 ml of DMSO, 4.0 g (25.8 mmol) of 2-fluoro-5-nitrotoluene and 7.0 g (67 mmol) of diethanolamine were dissolved. The resultant solution was stirred under heat at 140° C. for 6.5 hours, followed by extraction with ethyl acetate. The solvent was distilled out under reduced pressure. The residue so obtained was washed with ethyl acetate, whereby 5.2 g of the title compound were obtained as yellow powder (yield: 84%).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. distillationThe solvent was distilled out under reduced pressure
  3. customThe residue so obtained
  4. washwas washed with ethyl acetate

Sources & evidence

ORD record
ord-d90e30cb18d64f77869ff3d205249e60
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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