Acetic Acid → HCID 178515563, compound

HRID 1479210Notes

Reaction equation

HRID 1479210 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:7]=1Cl.C(O)(=[O:17])C>>[Cl:1][C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:7]=1[OH:17]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 131632313,4-Dichloro-6-phenylpyridazine

Product 1

HCID 178515563HCID 178515563, compound

Procedure

A mixture of 19 (158 g, 0.7 mol) and acetic acid (700 mL) was heated under reflux for 5 hrs. The reaction mixture was cooled to room temperature, the precipitate filtered and the bright yellow filter cake washed with water (5×500 mL). The filter cake was recrystallized from ethyl acetate (200 mL), filtered and dried over a medium frit sintered glass funnel in vacuo to give the desired product 20 in 32% yields. HPLC (tr/purity): 15.37 min, >95%. ESI m/z (MeOH): 2073 (MH+).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hrs
  3. filtrationthe precipitate filtered
  4. washthe bright yellow filter cake washed with water (5×500 mL)
  5. customThe filter cake was recrystallized from ethyl acetate (200 mL)
  6. filtrationfiltered
  7. customdried over a medium frit sintered glass funnel in vacuo

Sources & evidence

ORD record
ord-76a117b22d3f4122b13b8687e14a3c8e
Source dataset
uspto-grants-2016_08
Patent number
US09408845B2

Reaction notes

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