Methanesulfonic Acid → HCID 178515070, compound

HRID 1977217Notes

Reaction equation

HRID 1977217 reaction equation
[Br:1][C:2]1[CH:25]=[CH:24][C:5]([NH:6][N:7]2[C:19](=[O:20])[C:18]3[C:17](=[O:21])[C:16]4[CH:15]=[CH:14][C:13]([Cl:22])=[CH:12][C:11]=4[NH:10][C:9]=3[C:8]2=[O:23])=[CH:4][CH:3]=1.CS(O)(=O)=O>CO>[Br:1][C:2]1[CH:25]=[CH:24][C:5]([N:6]2[C:8](=[O:23])[C:9]3[NH:10][C:11]4[CH:12]=[C:13]([Cl:22])[CH:14]=[CH:15][C:16]=4[C:17](=[O:21])[C:18]=3[C:19]([OH:20])=[N:7]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 21997674HCID 21997674, compound

Product 1

HCID 178515070HCID 178515070, compoundYield 22.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A stirred suspension of 2-(4-bromoanilino)-6-chloro-2,3,4,9-tetrahydro-1H-pyrrolo[3,4-b]quinoline-1,3,9-trione (1.00 g, 2.39 mM) in a solution of methanol (500 mL) and methanesulfonic acid (50 mL) was refluxed for 16 hours and cooled to room temperature. The resulting yellow suspension was filtered (the filtrate was saved for use in Example 28). The collected solids were washed with methanol and then ether to give the title compound (0.222 g, 22%) as a yellow powder, mp>400° C.; MS(CI): 420 (M+H).

Workup

  1. temperaturewas refluxed for 16 hours
  2. filtrationThe resulting yellow suspension was filtered (the filtrate
  3. washThe collected solids were washed with methanol

Sources & evidence

ORD record
ord-7983273c56054d88bf5dc4ee874d2740
Source dataset
uspto-grants-2001_05
Patent number
US06232313B1

Reaction notes

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