Hydrogen Bromide → HCID 178515075, compound

HRID 1600058Notes

Reaction equation

HRID 1600058 reaction equation
Br.CS(O)(=O)=O.[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[C:12](=[O:32])[C:13]3[C:21](=[O:22])[N:20]([C:23]4[CH:28]=[CH:27][C:26]([O:29]C)=[CH:25][CH:24]=4)[N:19]=[C:18]([OH:31])[C:14]=3[NH:15][C:16]=2[CH:17]=1>>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[C:12](=[O:32])[C:13]3[C:21](=[O:22])[N:20]([C:23]4[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=4)[N:19]=[C:18]([OH:31])[C:14]=3[NH:15][C:16]=2[CH:17]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 6395Methanesulfonic AcidHCID 178492082HCID 178492082, compound

Product 1

HCID 178515075HCID 178515075, compound

Conditions

Temperature
110 °C

Procedure

To a 50 mL solution of 5: 1 48% HBr: methanesulfonic acid was added 7-chloro-4-hydroxy-2-(4-methoxyphenyl)-1,2,5,10-tetrahydropyridazino[4,5-b]quinoline-1,10-dione (1.0328 g, 27.9 mM). The resulting suspension was heated to 110° C. over 3.5 hours. HPLC analysis afforded a total conversion to a new material. The suspension was cooled to room temperature and filtered through a buchner funnel. The yellow solid was washed 2x with 100 mL portions of distilled water followed by 200 mL of a 1: 1 solution of THF: ether. The material was then washed with hexanes until the yellow solid was free flowing. This solid was allowed to air dryfor 72 hours prior to submission for analysis. No percent yield was recorded for this reaction.

Workup

  1. customHPLC analysis afforded a total conversion to a new material
  2. temperatureThe suspension was cooled to room temperature
  3. filtrationfiltered through a buchner funnel
  4. washThe yellow solid was washed 2x with 100 mL portions of distilled water
  5. washThe material was then washed with hexanes until the yellow solid
  6. customNo percent yield
  7. customwas recorded for this reaction

Sources & evidence

ORD record
ord-26808ca991a245b9a65eb57b4249ab0b
Source dataset
uspto-grants-1998_04
Patent number
US05744471

Reaction notes

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