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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 720667Generated: October 29, 2026

Trityl chloride → HCID 58739232, compound

https://huagongshe.com/reaction/720667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrityl chlorideHCID 6456—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-amino-4-methylthiazole-5-carboxylateHCID 343747—
SolventDimethylformamideHCID 6228—
ProductHCID 58739232HCID 5873923299.4%

Reaction Conditions

Temperature2 °C

Reaction Steps

A mixture of 2-amino-4-methyl-thiazole-5-carboxylic acid ethyl ester (1.0 g, 5.4 mmol) in N,N-dimethylformamide at 25° C. was treated with triethylamine (1.89 mL, 13.5 mmol) and triphenylmethylchloride (1.66 g, 5.94 mmol). The reaction was stirred at 2° C. for 2 days. At this time, the reaction was concentrated in vauco. The residue was dissolved in dichloromethane (100 mL) and was washed with a 1N aqueous hydrochloric acid solution (1×20 mL), a saturated aqueous sodium bicarbonate solution (1×20 mL), and a saturated aqueous sodium chloride solution (1×20 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 4-methyl-2-(trityl-amino)-thiazole-5-carboxylic acid ethyl ester (2.3 g, quant.). The product was used without further purification: LR-MS for C26H24N2O2S (M−H)+ at m/z=427.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135475B2
Source datasetuspto-grants-2006_11
ORD IDord-be258d042b964ab48ae2133d1c69f4fa
Source noteuspto-grants-2006_11