Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 390430생성일: 2026년 10월 24일
Sodium Carbonate → N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-2-chlorobenzamide
https://huagongshe.com/ko/reaction/390430
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 5-Amino-1,2,4-thiadiazole | HCID 290274 | — |
| 반응물 | 2-Chloro-N-(4-(4,6-dichloropyrimidin-2-ylthio)phenyl)benzamide | HCID 59420797 | — |
| 촉매 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-2-chlorobenzamide | HCID 86644548 | 109.5% |
반응 단계
2-Chloro-N-(4-(4,6-dichloropyrimidin-2-ylthio)phenyl)benzamide (300 mg, 0.73 mmol), 1,2,4-thiadiazole-5-amine (74 mg, 0.73 mmol), Pd2 dba3 (36 mg), xantphos (46 mg), sodium carbonate (128 mg, 1.21 mmol) in 1,4-dioxane (10 mL) were flushed for 15 minutes with nitrogen and then heated in the microwave to 130° C. for 2 hours. The crude reaction mixture was poured in methanol, filtered through Celite and concentrated. Ethyl acetate and saturated aqueous sodium bicarbonate were added and the organic layer was dried over sodium sulfate, filtered, and concentrated to dryness to yield 380 mg N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-2-chlorobenzamide with 50-60% purity (HPLC method A, Rf=8.576 minutes) that was used as such in the next step.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08383633B2 |
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| 출처 데이터셋 | uspto-grants-2013_02 |
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| ORD ID | ord-63e53733565f43d3acf3b034b28bcf84 |
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| 출처 메모 | uspto-grants-2013_02 |
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