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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074486Generated: October 30, 2026

Hydrazine → HCID 178437995, compound

https://huagongshe.com/reaction/2074486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantThiosemicarbazideHCID 2723789—
ReactantHCID 59694496HCID 59694496—
ProductHCID 178437995HCID 178437995—

Reaction Steps

4-Fluoro-3-propionylbenzoic acid was synthesized by treating the commercial available 3-bromo-4-fluorobenzoic acid with 1-ethoxyprop-1-ene (6 equivalents), palladium acetate (0.03 equivalents), 1,3-Bis-(diphenylphosphino)-propane (0.06 equivalents) and potassium carbonate (1.2 equivalents) in DMF and water under microwave at 130° C. for 3 hours following with an acid treatment. 3-Ethyl-1H-indazole-5-carboxylic acid was obtained by treating 4-Fluoro-3-propionylbenzoic acid with hydrazine under microwave at 160° C. for half an hour. 5-(3-ethyl-1H-indazol-5-yl)-1,3,4-thiadiazol-2-amine was prepared in a manner similar to that shown in scheme 3 with POCl3 and thiosemicarbazide. MS (API-ES) m/z (%): 246 (100%, M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919514B2
Source datasetuspto-grants-2011_04
ORD IDord-20dc3504ab09426bb3afc805866c0408
Source noteuspto-grants-2011_04