Water → HCID 178515076, compound

HRID 323643Notes

Reaction equation

HRID 323643 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:27])[C:7]3[C:15](=[O:16])[N:14]([C:17]4[CH:22]=[CH:21][C:20]([O:23]C)=[C:19]([Cl:25])[CH:18]=4)[N:13]=[C:12]([OH:26])[C:8]=3[NH:9][C:10]=2[CH:11]=1.O>CS(O)(=O)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:27])[C:7]3[C:15](=[O:16])[N:14]([C:17]4[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([Cl:25])[CH:18]=4)[N:13]=[C:12]([OH:26])[C:8]=3[NH:9][C:10]=2[CH:11]=1

Participants

4

Reactant 2

HCID 962WaterHCID 178492083HCID 178492083, compound

Product 1

HCID 178515076HCID 178515076, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Conditions

Temperature
145 °C

Procedure

7-Chloro-2-(3-chloro-4-methoxyphenyl)-4-hydroxy-1,2,5,10-tetrahydropyridazino[4,5-b]quinoline-1,10-dione (previously prepared in Example 37 1.00 g, 2.47 mM) was stirred in methanesulfonic acid (20 mL) to give a black solution. This solution was heated to 145° C. for 6 hours and cooled to room temperature. Water (60 mL) was added to give a tan suspension which was stirred for 3 hours and filtered. The collected solids were washed with water and ether to give the title compound as a gold powder (0.98 g, 76 %), mp 350-353° C.; MS(CI): 390.

Workup

  1. customto give a black solution
  2. temperaturecooled to room temperature
  3. customto give a tan suspension which
  4. filtrationfiltered
  5. washThe collected solids were washed with water and ether

Sources & evidence

ORD record
ord-cfa01be6ce344e3681fcd51f069e7400
Source dataset
uspto-grants-2001_04
Patent number
US06214826B1

Reaction notes

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