3-Amino-1-propanol → 2-t-Butyl-4-n-propyl-5-(3-hydroxypropylamino)-3(2H) pyridazinone

HRID 2231679Notes

Reaction equation

HRID 2231679 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12][CH2:13][CH3:14])=[C:8](Cl)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[OH:16][CH2:17][CH2:18][CH2:19][NH2:20].C(=O)([O-])[O-].[K+].[K+]>O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12][CH2:13][CH3:14])=[C:8]([NH:20][CH2:19][CH2:18][CH2:17][OH:16])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 90863-Amino-1-propanolHCID 11430Potassium CarbonateHCID 199031582-t-butyl-4-n-propyl-5-chloro-3(2H)pyridazinone

Product 1

HCID 139878402-t-Butyl-4-n-propyl-5-(3-hydroxypropylamino)-3(2H) pyridazinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 14.0 g of 2-t-butyl-4-n-propyl-5-chloro-3(2H)pyridazinone, 44 g of 3-hydroxypropylamine and 14.8 g of anhydrous potassium carbonate, was stirred at a temperature of from 145° to 155° C. for 12.5 hours. The reaction solution was returned to room temperature, and about 200 ml of cold water was added. The mixture was stirred. The precipitated white crystals were collected by filtration, and dried to obtain 12.1 g of the above identified compound having a melting point of from 167° to 169° C.

Workup

  1. customwas returned to room temperature
  2. stirringThe mixture was stirred
  3. filtrationThe precipitated white crystals were collected by filtration
  4. customdried
  5. customto obtain 12.1 g of the
  6. customof from 167° to 169° C.

Sources & evidence

ORD record
ord-512a0777c6c84489a38e46f210ff83d3
Source dataset
uspto-grants-1988_11
Patent number
US04783462

Reaction notes

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