3-(2-Amino-2-methylpropylthio)-6-chloropyridazine → 1-[2-(2-Methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinylthio)ethylamino]-2-propanol

HRID 745504Notes

Reaction equation

HRID 745504 reaction equation
[NH2:1][C:2]([CH3:13])([CH3:12])[CH2:3][S:4][C:5]1[N:6]=[N:7][C:8]([Cl:11])=[CH:9][CH:10]=1.[CH3:14][O:15][CH2:16][CH2:17][C:18]1[CH:28]=[CH:27][CH:26]=[CH:25][C:19]=1[O:20][CH2:21][CH:22]1[O:24][CH2:23]1>CO>[CH3:14][O:15][CH2:16][CH2:17][C:18]1[CH:28]=[CH:27][CH:26]=[CH:25][C:19]=1[O:20][CH2:21][CH:22]([OH:24])[CH2:23][NH:1][C:2]([CH3:13])([CH3:12])[CH2:3][S:4][C:5]1[N:6]=[N:7][C:8]([Cl:11])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 104659523-(2-Amino-2-methylpropylthio)-6-chloropyridazineHCID 233133692-[[2-(2-Methoxyethyl)phenoxy]methyl]oxirane

Product 1

HCID 539708411-[2-(2-Methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinylthio)ethylamino]-2-propanolYield 27.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 980 mg of 3-(2-amino-2-methylpropylthio)-6-chloropyridazine and 960 mg of 1-[2-(2-methoxyethyl)phenoxy]-2,3-epoxypropane in 60 ml of methanol was treated in the same way as in Example 1, (b) to give 534 mg of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinylthio)ethylamino]-2-propanol.

Sources & evidence

ORD record
ord-b38039242dca4f84b22e92e360aecbe0
Source dataset
uspto-grants-1986_07
Patent number
US04599333

Reaction notes

Loading…