Ethyl 3-bromo-2-oxocyclohexanecarboxylate → Ethyl 2-methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-4-carboxylate

Reaction equation

[C:1]([NH2:4])(=[S:3])[CH3:2].Br[CH:6]1[CH2:11][CH2:10][CH2:9][CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]1=O>>[CH3:2][C:1]1[S:3][C:6]2[CH2:11][CH2:10][CH2:9][CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]=2[N:4]=1

Participants

Reactant 2

HCID 121765Ethyl 3-bromo-2-oxocyclohexanecarboxylate

HCID 2723949Thioacetamide

Product 1

HCID 12917740Ethyl 2-methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-4-carboxylate

Procedure

This compound is prepared by action of thioacetamide on 2-bromo-6-carbethoxy-cyclohexanone (II), according to the process described in Example 1. B.p.0.1 =102°-105° C.

Workup

customB.p.0.1 =102°-105° C.

Sources & evidence

ORD record: ord-08aca623f1f74472b6369945ea3cc76d
Source dataset: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04423056

Reaction notes

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