6-Chloro-2-benzothiazolamine → Ethyl 7-chloroimidazo[2,1-b]benzothiazole-2-carboxylate

HRID 1744922Notes

Reaction equation

HRID 1744922 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([NH2:9])[S:8][C:4]=2[CH:3]=1.Br[CH2:13][C:14](=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]3[CH:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:9]=[C:7]3[S:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 72266-Chloro-2-benzothiazolamineHCID 66144Ethyl bromopyruvate

Product 1

HCID 396584Ethyl 7-chloroimidazo[2,1-b]benzothiazole-2-carboxylateYield 60.6%

Procedure

Ethyl 7-chloroimidazo[2,1-b]-benzthiazole-2-carboxylate was prepared according to the procedure as outlined in Example 1, (Step 1). Starting from 6-chloro-2-amino benzothiazole (9.2 g, 50 mmol) and ethyl bromopyruvate (11.6 g, 60 mmol), 8.5 g (60% Yield) of ethyl 7-chloroimidazo[2,1-b]-benzthiazole-2-carboxylate was isolated as brown solid. (M+H) 281.

Workup

  1. customEthyl 7-chloroimidazo[2,1-b]-benzthiazole-2-carboxylate was prepared

Sources & evidence

ORD record
ord-2e166edb911a4ae1b972a6cd23333623
Source dataset
uspto-grants-2006_03
Patent number
US07018997B2

Reaction notes

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