4-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinone → HCID 14671814, compound

HRID 1904244Notes

Reaction equation

HRID 1904244 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([SH:13])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH2:14]([O:20][CH2:21][CH:22]([CH3:32])[O:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Br)=[CH:26][CH:25]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C1C=CC=CC=1.C(OCC)(=O)C>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([S:13][CH2:28][C:27]2[CH:26]=[CH:25][C:24]([O:23][CH:22]([CH3:32])[CH2:21][O:20][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:31][CH:30]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 134692424-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinoneHCID 14671813HCID 14671813, compoundHCID 21583983Benzene ethyl acetate

Product 1

HCID 14671814HCID 14671814, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 20 ml of N,N-dimethylformamide were dissolved 1.7 g of 2-t-butyl-4-chloro-5-mercapto-3(2H)-pyridazinone and 2.8 g of 4-(2-hexyloxy-1-methylethoxy)-benzyl bromide, and the resulting solution was stirred overnight at room temperature. The crude product which had been obtained similarly to the procedures in Preparation Example 3 was isolated through column chromatography [eluting with benzene/ethyl acetate (18/1)] to give 3.4 g of the aimed product as an oil.

Workup

  1. customThe crude product which had been obtained similarly to the procedures in Preparation Example 3

Sources & evidence

ORD record
ord-5f284f546e9141768e7ac15338587c47
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

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