Sodium Carbonate → 2-t-butyl-4-chloro-5-(4-methoxymethoxybenzylthio)-3(2H)-pyridazinone

HRID 1904238Notes

Reaction equation

HRID 1904238 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].[CH3:14][O:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([S:13][CH2:22][C:21]2[CH:20]=[CH:19][C:18]([O:17][CH2:16][O:15][CH3:14])=[CH:25][CH:24]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 134692424-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinoneHCID 146718011-(Chloromethyl)-4-(methoxymethoxy)benzene

Product 1

HCID 146718022-t-butyl-4-chloro-5-(4-methoxymethoxybenzylthio)-3(2H)-pyridazinoneYield 32.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 10 ml of N,N-dimethylformamide were dissolved 0.94 g of 2-t-butyl-4-chloro-5-mercapto-3(2H)-pyridazinone and 0.8 g of 4-methoxymethoxybenzyl chloride, and then 0.55 g of anhydrous sodium carbonate was added thereto. The mixture was stirred overnight at room temperature. Then, procedures similar to those in Preparation Example 3 were carried out to obtain 520 mg of the aimed compound, m.p. 50.0°~54.0° C.

Workup

  1. customThen, procedures similar to those in Preparation Example 3

Sources & evidence

ORD record
ord-66ec752446884def8d450c9ee98fc6bb
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

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