Diethyl Oxalate → Ethyl oxo(1,3-thiazol-2-yl)acetate

HRID 898803Notes

Reaction equation

HRID 898803 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[C:6](OCC)(=[O:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8].C([Li])CCC>CCCCCC.C1CCCCC1>[O:12]=[C:6]([C:2]1[S:1][CH:5]=[CH:4][N:3]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

6

Reactant 3

HCID 7268Diethyl OxalateHCID 9256ThiazoleHCID 178418339Butyllithium

Product 1

HCID 54775347Ethyl oxo(1,3-thiazol-2-yl)acetate

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8078CyclohexaneSolvent

Procedure

Prepared from thiazole and diethyl oxalate using Method KE-A. In this case the temperature was held at −35° C. and n-butyllithium in hexane was used in place of sec-butyllithium in cyclohexane.

Workup

  1. customwas held at −35° C.

Sources & evidence

ORD record
ord-cc58fe79a7ac4895a08ed3eea3c0afd2
Source dataset
uspto-grants-2008_04
Patent number
US07351822B2

Reaction notes

Loading…