Methanol → Ethyl 2-isopropylthiazole-5-carboxylate

HRID 52718Notes

Reaction equation

HRID 52718 reaction equation
[CH3:1][CH:2]([CH3:6])[C:3](=[S:5])[NH2:4].[C:7]([O:10][CH2:11][CH3:12])(=[O:9])[CH3:8].[CH3:13]CCCCC.CO>C(Cl)(Cl)Cl>[CH:2]([C:3]1[S:5][C:8]([C:7]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13][N:4]=1)([CH3:6])[CH3:1]

Participants

6

Reactant 4

HCID 887MethanolHCID 8058HexaneHCID 8857Ethyl AcetateHCID 109095072-Methylpropanethioamide

Product 1

HCID 10608068Ethyl 2-isopropylthiazole-5-carboxylateYield 83%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Using the procedure of Example 1J but replacing thioformamide with 2-methylpropane-thioamide provided, after silica gel chromatography using 9:1 ethyl acetate:hexane, the desired compound, Rf 0.8, (5% methanol in chloroform) in 83% yield.

Workup

  1. customprovided

Sources & evidence

ORD record
ord-3615544b7697404c86ec6836a57e781d
Source dataset
uspto-grants-1997_04
Patent number
US05616720

Reaction notes

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