N-(1-(methylthio)ethylidene)-2,4-dichlorobenzamide → HCID 5251341, compound

HRID 1794993Notes

Reaction equation

HRID 1794993 reaction equation
CS[C:3](=[N:5][C:6](=O)[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=1[Cl:14])[CH3:4].[NH2:16][C:17]1[C:21]([CH:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[C:20]([CH2:27][CH3:28])[NH:19][N:18]=1>O1CCOCC1>[Cl:14][C:8]1[CH:9]=[C:10]([Cl:13])[CH:11]=[CH:12][C:7]=1[C:6]1[N:18]2[N:19]=[C:20]([CH2:27][CH3:28])[C:21]([CH:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[C:17]2[N:16]=[C:3]([CH3:4])[N:5]=1

Participants

4

Reactant 2

HCID 22184679N-(1-(methylthio)ethylidene)-2,4-dichlorobenzamideHCID 22184682HCID 22184682, compound

Product 1

HCID 5251341HCID 5251341, compoundYield 47.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of N-(1-(methylthio)ethylidene)-2,4-dichlorobenzamide (100 mg, 0.38 mmol) and 3-amino-5-ethyl-4-(3-pentyl)pyrazole (69 mg, 0.38 mmol) in dioxan (1 mL) was stirred at reflux temperature for 2 h. After being cooled to room temperature, the reaction mixture was concentrated in vacuo. Preparative TLC using EtOAc:hexanes::1:1 generated the title product (68 mg, 47% yield), which was identical to the product obtained by the method described in Example 1.

Workup

  1. temperatureat reflux temperature for 2 h
  2. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-bdf250652fd347cb89741ee590d6493f
Source dataset
uspto-grants-2006_04
Patent number
US07026317B2

Reaction notes

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