1,2-Dichlorobenzene → 2-Methylisoquinoline-1,3(2H,4H)-dione

HRID 2236419Notes

Reaction equation

HRID 2236419 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([NH2:13])=[O:12])(O)=[O:2].Cl[C:15]1C=CC=CC=1Cl>>[CH3:15][N:13]1[C:11](=[O:12])[CH2:10][C:5]2[C:4](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:1]1=[O:2]

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 19845561HCID 19845561, compound

Product 1

HCID 3494362-Methylisoquinoline-1,3(2H,4H)-dione

Procedure

A mixture of 2.28 g (11.8 mmol) of N-methyl-(2-carboxybenzeneacetamide and 24 ml of 1,2-dichlorobenzene is refluxed for 1 h and evaporated to dryness. The residue is recrystallized from EtOAc-hexane to give an off-white solid, 1.55 g (75%), mp 113-115° C.; MS (ES+) m/z 176.1 (M+H)+1.

Workup

  1. temperatureis refluxed for 1 h
  2. customevaporated to dryness
  3. customThe residue is recrystallized from EtOAc-hexane
  4. customto give an off-white solid, 1.55 g (75%), mp 113-115° C.

Sources & evidence

ORD record
ord-0b181db07ec848b8afdb5431766a8a4f
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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