Methanesulfonic Acid → HCID 178515070, compound

HRID 1600045Notes

Reaction equation

HRID 1600045 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 asolution of methanol (500 mL) and methanesulfonic acid (50 mL) was refluxedfor 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. filtrationThe resulting yellow suspension was filtered (the filtrate
  2. washThe collected solids were washed with methanol

Sources & evidence

ORD record
ord-a93c270af0284e7e94d4fee9c2ee7248
Source dataset
uspto-grants-1998_04
Patent number
US05744471

Reaction notes

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