Isopropanol → N-[2-(Dimethylamino)ethyl]-2-(methylamino)-1,3-thiazole-4-carboxamide

HRID 1602322Notes

Reaction equation

HRID 1602322 reaction equation
[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10]CC)=O)[N:7]=1.C(O)(C)C.[CH3:17][N:18]([CH3:22])[CH2:19][CH2:20][NH2:21]>>[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([NH:21][CH2:20][CH2:19][N:18]([CH3:22])[CH3:17])=[O:10])[N:7]=1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 66053N,N-DimethylethylenediamineHCID 19611072Ethyl 2-(methylamino)-1,3-thiazole-4-carboxylate

Product 1

HCID 19611059N-[2-(Dimethylamino)ethyl]-2-(methylamino)-1,3-thiazole-4-carboxamideYield 54.8%

Conditions

Temperature
100 °C

Procedure

In 3.5 g of N,N-dimethylethylenediamine, 2.5 g of 2-(N-methylamino)-4-(ethoxycarbonyl)-1,3-thiazole was dissolved, followed by stirring at 100° C. for 6 hours. The reaction mixture was poured into isopropyl alcohol and the crystals so precipitated were collected by filtration, whereby 1.68 g of the title compound was obtained. Yield: 51.5%.

Workup

  1. customthe crystals so precipitated
  2. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-8603b8cd36034db1886ce12d23706f17
Source dataset
uspto-grants-1999_11
Patent number
US05981557

Reaction notes

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