Dimethylformamide → HCID 86643863, compound

HRID 240332Notes

Reaction equation

HRID 240332 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12]([C:20](O)=[O:21])[C:11]3=[O:23])=[CH:9][C:4]=2[O:3][CH2:2]1.C(Cl)(=O)C([Cl:27])=O.CN(C)C=O>ClCCl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12]([C:20]([Cl:27])=[O:21])[C:11]3=[O:23])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 67533314HCID 67533314, compound

Product 1

HCID 86643863HCID 86643863, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.7 g (19 mmol) of 1-(benzo[d][1,3]dioxol-5-yl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylic acid and 3.1 g (24 mmol) of oxalyl chloride were dissolved in dichloromethane (10 mL), and 0.026 g (0.35 mmol) of dimethylformamide was added thereto. The mixture was heated to reflux for 2 hours while stirring. After confirming the completion of the reaction, the solvent was distilled off under reduced pressure to obtain 1-(benzo[d][1,3]dioxol-5-yl)-2-oxo-1,2-dihydroquinoxaline-3-carbonyl chloride as yellow crystals (Compound No. of Production Intermediate: IX-73).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customthe completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-d29a642a243e47e5997cf52d2682d0f3
Source dataset
uspto-grants-2014_02
Patent number
US08648075B2

Reaction notes

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