Dimethylformamide → HCID 14235034, compound

HRID 2249191Notes

Reaction equation

HRID 2249191 reaction equation
P(Cl)(Cl)(Cl)=O.CN(C)[CH:8]=[O:9].[CH3:11][C:12]1[N:13]([CH2:18][CH2:19][N:20]2[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]2[CH3:26])[C:14]([CH3:17])=[CH:15][CH:16]=1.[C:27]([O-])(=[O:29])C.[Na+]>ClCCCl.O.C(Cl)Cl>[CH3:26][C:21]1[N:20]([CH2:19][CH2:18][N:13]2[C:14]([CH3:17])=[CH:15][C:16]([CH:8]=[O:9])=[C:12]2[CH3:11])[C:24]([CH3:25])=[CH:23][C:22]=1[CH:27]=[O:29]

Participants

8

Reactant 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 2379501,1'-Ethylenebis[2,5-dimethylpyrrole]HCID 517045Sodium Acetate

Product 1

HCID 14235034HCID 14235034, compound

Reagents, catalysts & solvents 3

HCID 111,2-DichloroethaneSolvent2×HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
10 °C

Procedure

8.7 ml (0.093 mol) of phosphorus oxychloride are slowly added dropwise to 7.2 ml (0.093 mol) of anhydrous dimethylformamide at 0° C. The mixture is stirred at 10° C. for 15 minutes, 10 ml of 1,2-dichloroethane are added, and 10 g (0.046 mol) of 1,2-di-(2,5-dimethyl-pyrrol-1-yl)-ethane in 40 ml of 1,2-dichloroethane are added dropwise at 5° C. After a reaction time of 15 hours at room temperature, 100 g of sodium acetate in 150 ml of water are added, the mixture is heated under reflux for 5 minutes, methylene chloride is added, the phases are separated, the organic phase is concentrated and the residue is recrystallized from isopropanol.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 5 minutes
  3. customthe phases are separated
  4. concentrationthe organic phase is concentrated
  5. customthe residue is recrystallized from isopropanol

Sources & evidence

ORD record
ord-cca6015bb80945b1a20f4f13198ee30d
Source dataset
uspto-grants-1991_08
Patent number
US05043348

Reaction notes

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