Sodium Chloride → Carbazic acid, 3-(6-((2-hydroxyethyl)methylamino)pyridazin-3-yl)-, ethyl ester

HRID 1414869Notes

Reaction equation

HRID 1414869 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([N:8]([CH3:12])[CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1.[C:13]([NH:18][NH2:19])([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>O>[C:13]([NH:18][NH:19][C:2]1[N:3]=[N:4][C:5]([N:8]([CH3:12])[CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1)([O:15][CH2:16][CH3:17])=[O:14]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 122375892-[(6-Chloropyridazin-3-yl)(methyl)amino]ethan-1-ol

Product 1

HCID 41014Carbazic acid, 3-(6-((2-hydroxyethyl)methylamino)pyridazin-3-yl)-, ethyl ester

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
155 °C

Procedure

A mixture of 1.87 g (0.01 moles) 3-chloro-6-[N-(2-hydroxyethyl)-methylamino]-pyridazine and 2.08 g (0.02 moles) monocarbethoxyhydrazine is warmed up to 155° C and kept at this temperature for half an hour. The product is cooled and dissolved in water, alkalinized by addition of solid potassium carbonate and the aqueous solution saturated by adding sodium chloride. A flocky precipitate separates which is subsequently collected by filtration and crystallized from ethanol, to give with good yields 3-(2-carbethoxyhydrazino)-6-[N-(2-hydroxyethyl)methylamino] -pyridazine melting at 131°-133° C. I.R. Spectrum (mineral oil, cm-1); 3320-3080 (OH and NH), 1715 (C=O carbamate), 1500 (pyridazinic ring), 840 (two ortho aromatic hydrogens).

Workup

  1. waitkept at this temperature for half an hour
  2. temperatureThe product is cooled
  3. filtrationA flocky precipitate separates which is subsequently collected by filtration
  4. customcrystallized from ethanol
  5. customto give

Sources & evidence

ORD record
ord-8be1f7af65f142aa9d65090498c24b6d
Source dataset
uspto-grants-1977_01
Patent number
US04002753

Reaction notes

Loading…