4-(2-Ethoxypropoxy)-benzyl bromide → 2-t-butyl-4-chloro-5-[4-(2-ethoxypropoxy)benzyloxy]-3(2H)-pyridazinone

HRID 1904245Notes

Reaction equation

HRID 1904245 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([OH:13])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH2:14]([O:16][CH:17]([CH3:28])[CH2:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Br)=[CH:22][CH:21]=1)[CH3:15]>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:13][CH2:24][C:23]2[CH:22]=[CH:21][C:20]([O:19][CH2:18][CH:17]([O:16][CH2:14][CH3:15])[CH3:28])=[CH:27][CH:26]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 146718154-(2-Ethoxypropoxy)-benzyl bromideHCID 546869462-tert-Butyl-4-chloro-5-hydroxypyridazin-3(2H)-one

Product 1

HCID 146718162-t-butyl-4-chloro-5-[4-(2-ethoxypropoxy)benzyloxy]-3(2H)-pyridazinoneYield 37.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide were dissolved 1.5 g of 2-t-butyl-4-chloro-5-hydroxy-3(2H)-pyridazinone and 2.2 g of 4-(2-ethoxypropoxy)-benzyl bromide, and the resulting solution was heated under stirring on an oil bath at 80° to 90° C. for 3 hours. Then, similarly to the procedures in Preparation Example 2, 1.1 g of the aimed product was obtained as an oil.

Workup

  1. temperaturethe resulting solution was heated
  2. customThen, similarly to the procedures in Preparation Example 2

Sources & evidence

ORD record
ord-a735cf5539504175b4296e1f51bd3cf9
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

Loading…