Hydrochloric Acid → HCID 178498202, compound

HRID 1160563Notes

Reaction equation

HRID 1160563 reaction equation
[ClH:1].O1CCOC[CH2:3]1.[NH:8]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=1)[NH2:9]>CO>[Cl-:1].[CH3:3][O:15][C:14]([C:13]1[CH:12]=[CH:11][C:10]([NH:8][NH3+:9])=[CH:18][CH:17]=1)=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 120894-Hydrazinobenzoic acidHCID 312751,4-Dioxane

Product 1

HCID 178498202HCID 178498202, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

Hydrogen chloride 4M in Dioxan (100 mL, 399.60 mmol) was added to 4-Hydrazinobenzoic acid (15.2 g, 99.90 mmol) in MeOH (200 mL). The resulting suspension was stirred at 90° C. for 5 hours. After cooling to 20° C. the precipitate was collected by filtration, washed with Et2O (100 mL) and dried under vacuum to afford 2-(4-(methoxycarbonyl)phenyl)hydrazinium chloride (16.50 g, 82%) as a cream crystalline solid.

Workup

  1. temperatureAfter cooling to 20° C. the precipitate
  2. filtrationwas collected by filtration
  3. washwashed with Et2O (100 mL)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-1f53a0533ec64a2da5898b6c5a197b61
Source dataset
uspto-grants-2010_10
Patent number
US07816391B2

Reaction notes

Loading…