4,5-Dihydro-2-(methylthio)thiazole → 3-[2-(2,5-Diketopyrrolidyl)ethyl]-2-methylthiothiazolinium bromide

HRID 649499

Reaction equation

[CH3:1][S:2][C:3]1[S:4][CH2:5][CH2:6][N:7]=1.[O:8]=[C:9]1[C:13]([CH2:14][CH2:15][Br:16])=[CH:12][C:11](=[O:17])[N-:10]1>CC(C)=O>[Br-:16].[O:8]=[C:9]1[C:13]([CH2:14][CH2:15][N+:7]2[CH2:6][CH2:5][S:4][C:3]=2[S:2][CH3:1])=[CH:12][C:11](=[O:17])[N-:10]1

Participants

Conditions

Temperature: 130 °C

Procedure

6.6 g (5×10-2 mols) of 2-methylthiothiazoline and 12.0 g (6×10-2 mols) of 2-(2,5-diketopyrrolidyl)ethyl bromide were heated with stirring for about 3 hours on an oil bath which had been heated to a temperature of 130° C. Thereafter, the reaction system was allowed to cool to room temperature. 50 ml of acetone was added to the reaction system. The resulting precipitate was recovered by decantation. 11.1 g of the desired product was obtained in a 66% yield.

Workup

temperatureto cool to room temperature
customThe resulting precipitate was recovered by decantation

Sources & evidence

ORD record: ord-9a83121b071b42cc95706ec848098b96
Source dataset: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04740455

Linked notes

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