Diethanolamine → HCID 15683610, compound

HRID 1458711Notes

Reaction equation

HRID 1458711 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:15](Cl)=[CH:14][C:5]=1[C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7])([O-:3])=[O:2].[NH:19]([CH2:23][CH2:24][OH:25])[CH2:20][CH2:21][OH:22]>CS(C)=O>[N+:1]([C:4]1[CH:17]=[CH:16][C:15]([N:19]([CH2:23][CH2:24][OH:25])[CH2:20][CH2:21][OH:22])=[CH:14][C:5]=1[C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 3691063HCID 3691063, compound

Product 1

HCID 15683610HCID 15683610, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
140 °C

Procedure

Dissolved in 4 ml of DMSO were 1.0 g (3.69 mmol) of N-(2-nitro-5-chlorobenzoyl)morpholine and 1.16 g (11 mmol) of diethanolamine. The resulting mixture was stirred under heat at 140° C. for 3 hours. After the reaction, the reaction mixture was concentrated and the resulting yellow syrup was purified by chromatography on a silica gel column (chloroform/methanol=10/1), whereby 667 mg of the title compound were obtained as yellow powder (yield: 53.5%).

Workup

  1. customAfter the reaction
  2. concentrationthe reaction mixture was concentrated
  3. customthe resulting yellow syrup was purified by chromatography on a silica gel column (chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-7f3b218dc07640c2af6900c6c666fb5d
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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