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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942584Generated: November 1, 2026

Thiosemicarbazide → HCID 66981711, compound

https://huagongshe.com/reaction/1942584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiosemicarbazideHCID 2723789—
Reactant4-Isopropoxy-3-(trifluoromethyl)benzoic acidHCID 22597767—
SolventPhosphorus oxychlorideHCID 24813—
ProductHCID 66981711HCID 66981711120.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a suspension 4-[(1-methylethyl)oxy]-3-(trifluoromethyl)benzoic acid (D2) (3 g) in POCl3 (11.27 mL) was added hydrazinecarbothioamide (1.652 g). The reaction mixture was heated at 90° C. for 3 h. The reaction was quenched with ice water, the pH value was adjusted to about 9 with NaOH solid. The mixture was extracted with EA/THF for 3 times. The combined organic layers were washed with brine, dried over anhydrous magnesium sulfate and concentrated to afford 5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-amine (D3) (4.41 g). MS (ES): C12H12F3N3OS requires 303. found 304.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-52ebcb432d954c12a5d4df81937d463b
Source noteuspto-grants-2013_03