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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175179Generated: November 3, 2026

Diisopropylethylamine → 4-Methyl-3-(4-methyloxazol-5-yl)-1H-1,2,4-triazole-5(4H)-thione

https://huagongshe.com/reaction/1175179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant4-Methyl-1,3-oxazole-5-carboxylic acidHCID 292311—
ReactantN-MethylhydrazinecarbothioamideHCID 2723853—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-Methyl-3-(4-methyloxazol-5-yl)-1H-1,2,4-triazole-5(4H)-thioneHCID 10420204—

Reaction Conditions

Temperature20 °C

Reaction Steps

4-Methyl-1,3-oxazole-5-carboxylic acid (commercially available) (12.9 g, 101.5 mmol) was dissolved in DMF (60 mL) and treated with 4-methyl-3-thiosemicarbazide (11.61 g, 1.10 eq). Then DIPEA (31.0 mL, 1.75 eq) was added at 20° C. Under ice bath cooling, T3P 50% w/w in EtOAc (90 mL) was added dropwise, maintaining the temperature below 15° C. over 20 minutes. The resulting mixture was then stirred at 20° C. for 6 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838680B2
Source datasetuspto-grants-2010_11
ORD IDord-3f37ae6c64994404b29c7781f466f170
Source noteuspto-grants-2010_11