N-Methylpropylamine → 3-(2,6-dichlorophenyl)-4-[2-(N-methyl-N-propylamino)ethoxy]-1,2,5-thiadiazole

HRID 617448Notes

Reaction equation

HRID 617448 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[C:9]([C:10]2[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[N:8][S:7][N:6]=1.[CH3:18][NH:19][CH2:20][CH2:21][CH3:22]>C(COC)OC>[Cl:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([Cl:16])[C:10]=1[C:9]1[C:5]([O:4][CH2:3][CH2:2][N:19]([CH3:18])[CH2:20][CH2:21][CH3:22])=[N:6][S:7][N:8]=1

Participants

4

Reactant 2

HCID 12315N-MethylpropylamineHCID 4773243-(2-Bromoethoxy)-4-(2,6-dichlorophenyl)-1,2,5-thiadiazole

Product 1

HCID 4773253-(2,6-dichlorophenyl)-4-[2-(N-methyl-N-propylamino)ethoxy]-1,2,5-thiadiazoleYield 58.4%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

In dimethoxyethane, were mixed and stirred 0.35 g of 3-(2-bromoethoxy)-4-(2,6-dichlorophenyl)-1,2,5-thiadiazol e, 0.3 g methylpropylamine at 50° C. for 6 hours. The reaction mixture was concentrated, and was purified by silica gel chromatography to obtain 0.2 g of 3-(2,6-dichlorophenyl)-4-[2-(N-methyl-N-propylamino)ethoxy]-1,2,5-thiadiazole.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-389dc654fe2340c8abbaab02cf12b023
Source dataset
uspto-grants-1999_09
Patent number
US05948916

Reaction notes

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