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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560260Generated: October 29, 2026

Water → 5-(3-acetylamino-phenyl)-2-methyl-thiazole-4-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/560260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 66844939HCID 66844939—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDiethyl EtherHCID 3283—
SolventAcetic AnhydrideHCID 7918—
Product5-(3-acetylamino-phenyl)-2-methyl-thiazole-4-carboxylic Acid Methyl EsterHCID 66844496—

Reaction Steps

TEA (14.2 mmol) and DMAP (4.05 mmol) are added successively to a solution of 5-(3-amino-phenyl)-2-methyl-thiazole-4-carboxylic acid methyl ester (4.05 mmol) in acetic anhydride (25 mL). After stirring for 30 min EtOAc and water are added, the layers are separated and the aq. layer is extracted once with EtOAc. The combined organic layers are washed with sat. aq. NH4Cl solution, sat. aq. NaHCO3 solution and water, dried over MgSO4 and concentrated in vacuo to give a crude product which is diluted with ether. The obtained suspension is filtered. The residue is washed with ether and dried in vacuo to give the desired product which is used without further purification. LC-MS: tR=0.81 min; [M+H]+=291.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063099B2
Source datasetuspto-grants-2011_11
ORD IDord-4c966a98e9a747b0a9746e47849302f0
Source noteuspto-grants-2011_11