Dimethylformamide → HCID 20524629, compound

HRID 2286879Notes

Reaction equation

HRID 2286879 reaction equation
[O:1]=[C:2]1[C:14]2[C:13]3[CH:12]=[C:11]([CH3:15])[CH:10]=[CH:9][C:8]=3[N:7]=[C:6]([CH3:16])[C:5]=2[C:4](=[O:17])[NH:3]1.Cl[CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C([O-])([O-])=O.[K+].[K+].CN(C=O)C>O>[CH3:16][C:6]1[C:5]2[C:4](=[O:17])[N:3]([CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[C:2](=[O:1])[C:14]=2[C:13]2[CH:12]=[C:11]([CH3:15])[CH:10]=[CH:9][C:8]=2[N:7]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 767274-(2-Chloroethyl)morpholineHCID 20464565HCID 20464565, compound2×

Product 1

HCID 20524629HCID 20524629, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g (0.022 mole) of 1,3-dioxo-4,8-dimethyl-2H-pyrrolo[3,4-c]quinoline (vii) (also known as 2,6-dimethyl quinoline 3,4-dicarboximide), 4.65 g (0.025 mole) of N-(2-chloroethyl) morpholine, 6.9 g (0.05 mole) K2CO3, and 50 ml of dry DMF was stirred and heated at 50° for 18 hours. The dark mixture was poured into H2O with stirring and the solids filtered; yield, 6 g after drying in vacuo.

Workup

  1. temperatureheated at 50° for 18 hours
  2. stirringwith stirring
  3. filtrationthe solids filtered
  4. customyield
  5. custom6 g after drying in vacuo

Sources & evidence

ORD record
ord-c6fa578b7b3d4568af69c07115931731
Source dataset
uspto-grants-1981_05
Patent number
US04268513

Reaction notes

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