HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348862Generated: October 31, 2026
1,3,4-Thiadiazole, 2-amino-5-methyl- → HCID 22637146, compound
https://huagongshe.com/reaction/1348862
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3,4-Thiadiazole, 2-amino-5-methyl- | HCID 66949 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline | HCID 11594543 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 22637146 | HCID 22637146 | 33.2% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (100 mg) was dissolved in chloroform (5 ml) and diisopropylethylamine (0.5 ml) to prepare a solution. A solution of triphosgene (100 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 15 min. Next, 2-amino-5-methyl-1,3,4-thiadiazole (47 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Distilled water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was washed with saturated brine and was dried over sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by HPLC using chloroform/acetone for development to give 49 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07211587B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-94ed8754f3dd4122a63d88caae5b4f80 |
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| Source note | uspto-grants-2007_05 |
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