2-Amino-4-methylbenzothiazole → HCID 394241, compound

Reaction equation

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

Participants

Reactant 2

HCID 151322-Amino-4-methylbenzothiazole

HCID 66144Ethyl bromopyruvate

Product 1

HCID 394241HCID 394241, compoundYield 47.3%

Procedure

Ethyl 5-methylimidazo[2,1-b]-benzthiazole-2-carboxylate was prepared according to the procedure as outlined in Example 1, (Step 1). Starting from 4-methyl-2-amino benzothiazole (8.0 g, 48.7 m.mol) and ethyl bromopyruvate (14.0 g, 71.7 mmol), 6.0 g (45% Yield) of ethyl 5-methylimidazo[2,1-b]-benzthiazole-2-carboxylate was isolated as a brown solid. (M+H) 261.

Workup

customEthyl 5-methylimidazo[2,1-b]-benzthiazole-2-carboxylate was prepared

Sources & evidence

ORD record: ord-eade180ac1594038a0e35a3eae9dfd02
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07691842B2

Reaction notes

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