Hydrochloric Acid → HCID 59678687, compound

HRID 1751868Notes

Reaction equation

HRID 1751868 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12]Br)=[C:8]([Cl:14])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-:16].[Ca+2].O1CCOCC1.O.Cl>O1CCOCC1>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12][OH:16])=[C:8]([Cl:14])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10112Calcium CarbonateHCID 19081406HCID 19081406, compoundHCID 218864351,4-Dioxane--water (1/1)

Product 1

HCID 59678687HCID 59678687, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-tert-butyl-4-bromomethyl-5-chloro 3(2H)-pyridazinone (2 g, 7.19 mmol) and calcium carbonate (3.5 gm) are added to a 1:1 mixture of dioxane-water (40 ml). The mixture is refluxed for 6 hours after which 30 ml of 3N HCl solution is added to it. The solution is stirred for 10 minutes after which dioxane is removed under reduced pressure. The resulting solution is then extracted with dichloromethane and the dichloromethane layer is washed and dried. The crude obtained after concentration is purified by flash chromatography (ethyl acetate/hexanes: 1:2).

Workup

  1. additionis added to it
  2. customis removed under reduced pressure
  3. extractionThe resulting solution is then extracted with dichloromethane
  4. washthe dichloromethane layer is washed
  5. customdried
  6. customThe crude obtained
  7. concentrationafter concentration
  8. customis purified by flash chromatography (ethyl acetate/hexanes: 1:2)

Sources & evidence

ORD record
ord-6d8728950fe84b649401791933158501
Source dataset
uspto-grants-2015_10
Patent number
US09161997B2

Reaction notes

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