HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942588Generated: November 1, 2026
Thiosemicarbazide → 5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-aMine
https://huagongshe.com/reaction/1942588
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiosemicarbazide | HCID 2723789 | — |
| Reactant | 3-Chloro-4-(propan-2-yloxy)benzoic acid | HCID 22597728 | — |
| Solvent | Phosphorus oxychloride | HCID 24813 | — |
| Product | 5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-aMine | HCID 58494130 | 119.4% |
Reaction Steps
The mixture of 3-chloro-4-[(1-methylethyl)oxy]benzoic acid (5 g), hydrazinecarbothioamide (2.229 g) in phosphoric trichloride (21.43 g) was stirred at 75° C. for 3 h. Concentrated the mixture in vacuum to remove POCl3, the residue was poured into crush ice. Basified the mixture with aqueous NaOH. Extracted it with EA twice. The EA layer was concentrated in vacuum to give crude product 5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-amine (D9) (7.5 g), which was used in the next step without further purification. MS (ES): C11H12ClN3OS requires 269. found 270.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08389508B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-1bd8e5e31f224b3795eaef07c5aee8f9 |
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| Source note | uspto-grants-2013_03 |
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