Hydrochloric Acid → HCID 22329719, compound

HRID 379565Notes

Reaction equation

HRID 379565 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:17]=[CH:16][C:10]([C:11]([O:13]CC)=[O:12])=[CH:9][CH:8]=2)=[CH:3][N:2]=1.[OH-].[Na+].O.Cl>CO>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[CH:16][CH:17]=2)=[CH:3][N:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 22329733HCID 22329733, compound

Product 1

HCID 22329719HCID 22329719, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 4-(4-pyridazinyl)benzoate (580 mg) was dissolved in methanol (12.5 ml) and 1.0M NaOH (12.7 ml) and heated at 60° C. for 4 hours. The resulting mixture was reduced to low volume then water (25 ml) added, the solution neutralised to pH 7 with 1.0M HCl, the resulting precipitate filtered and dried over P2O5 to give 4-(4-pyridazinyl)benzoic acid as a light brown solid (503 mg); mp>330° C.; 1H NMR (300 MHz, DMSO-d6) δ=8.05 (m,5H), 9.32 (d,1H), 9.67 (s,1H) ppm; MS: m/z 201 (M+H)+.

Workup

  1. filtrationthe resulting precipitate filtered
  2. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-ae21efa828ac42d0a8dd3e813efcbe2f
Source dataset
uspto-grants-2001_10
Patent number
US06300330B1

Reaction notes

Loading…