N,N-Dimethylaniline → HCID 22505949, compound

HRID 1814233Notes

Reaction equation

HRID 1814233 reaction equation
[C:1]1([CH2:7][S:8][C:9]2[NH:18][C:17]3[NH:16][C:15](=[O:19])[CH2:14][S:13][C:12]=3[C:11](=O)[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C1C=CC=CC=1.C(=O)(O)[O-].[Na+].P(Cl)(Cl)([Cl:37])=O>>[Cl:37][C:11]1[C:12]2[S:13][CH2:14][C:15](=[O:19])[NH:16][C:17]=2[N:18]=[C:9]([S:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:10]=1

Participants

5

Reactant 4

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178516922HCID 178516922, compound

Product 1

HCID 22505949HCID 22505949, compound

Procedure

A suspension of the product from step c) (1.5 g), phosphorus oxychloride (10 ml) and N,N-dimethyl aniline (1 ml) was heated under reflux for 2 hours. The mixture was allowed to cool to room temperature and poured carefully into a saturated sodium bicarbonate solution, and stirred for 15 mins. The crude product was extracted into ethyl acetate and purified (SiO2, dichloromethane as eluant) to give the subtitle compound (0.25 g)

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. extractionThe crude product was extracted into ethyl acetate
  4. custompurified (SiO2, dichloromethane as eluant)

Sources & evidence

ORD record
ord-6f3c7dbe159c464da4bc9bf687fa264a
Source dataset
uspto-grants-2005_04
Patent number
US06875868B2

Reaction notes

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