Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 517813생성일: 2026년 10월 25일
Bicarbonate Ion → 6-{[6-(1-Methyl-1h-pyrazol-4-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-amine
https://huagongshe.com/reaction/517813
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Bicarbonate Ion | HCID 769 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | HCID 67525154 | HCID 67525154 | — |
| 반응물 | 1-(2-Morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)urea | HCID 86647876 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | 6-{[6-(1-Methyl-1h-pyrazol-4-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-amine | HCID 42598661 | 38.1% |
반응 단계
280 mg of 1-(6-sulphanyl-benzothiazol-2-yl)-3-(2-morpholin-4-yl-ethyl)urea, 2 cm3 of dimethyl sulphoxide and 240 mg of potassium carbonate are introduced, at 20° C., in a microwave tube equipped with a magnetic stirrer. The suspension thus obtained is stirred for 5 minutes before the addition of 200 mg of 3-chloro-6-(1-methyl-1H-pyrazol-4-yl)-1,2,4-triazolo[4,3-b]pyridazine. The reaction mixture is then heated in a microwave oven for 10 minutes at 190° C., and then poured into 100 cm3 of water. The resulting mixture is stirred for 30 minutes under cold conditions. The solid is filtered off, washed with 3×100 cm3 of water and then spin-filter-dried. The brown powder thus obtained is purified by chromatography on silica gel (eluent: 95/5/0.5 dichloromethane/methanol/aqueous ammonia). A small amount of methanol and of hydrochloric acid in solution in dioxane is added to the fractions containing the expected product (to improve solubility). The fractions are combined and concentrated under reduced pressure. The oil thus obtained is taken up with 20 cm3 of a saturated aqueous solution of hydrogen carbonate (pH 8-9). The precipitate formed is filtered off and then washed with 3×20 cm3 of water and dried under vacuum. 120 mg of 6-{[6-(1-methyl-1H-pyrazol-4-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-amine are thus obtained in the form of a light brown solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09115134B2 |
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| 출처 데이터셋 | uspto-grants-2015_08 |
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| ORD ID | ord-9dc0406d2add47659ee02fd0ebf4e9ba |
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| 출처 메모 | uspto-grants-2015_08 |
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