Hydrochloric Acid → HCID 66875192, compound

HRID 2381486Notes

Reaction equation

HRID 2381486 reaction equation
[Cl:1][C:2]1[C:3](=[O:22])[N:4](C2CCCCO2)[N:5]=[CH:6][C:7]=1[N:8]([CH3:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl>CO.O>[Cl:1][C:2]1[C:3](=[O:22])[NH:4][N:5]=[CH:6][C:7]=1[N:8]([CH3:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66875318HCID 66875318, compound

Product 1

HCID 66875192HCID 66875192, compoundYield 79.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

A solution of 4-chloro-5-(methyl-phenyl-amino)-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one (272.5 mg, 0.85 mmol) in methanol (1.7 mL, 0.5M) was treated with a 6N aqueous hydrochloric acid solution (0.71 mL). The reaction solution was heated to 110° C., where it stirred for 4 h and was then allowed to completely cool down to 25° C. where it stirred overnight. After this time, the reaction was then diluted with water. The resulting solids were collected by filtration, washed with water, and dried in vacuo to afford 4-chloro-5-(methyl-phenyl-amino)-2H-pyridazin-3-one (159.2 mg, 79%) as a yellow solid that was used without further purification.

Workup

  1. temperatureto completely cool down to 25° C. where it
  2. stirringstirred overnight
  3. filtrationThe resulting solids were collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-7ca5fa55be0c419ebad4f3fe11f56e42
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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