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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 450생성일: 2026년 10월 24일

Benzenesulfonamide, 3-amino- → 3-(Pyrazin-2-ylamino)benzenesulfonamide

https://huagongshe.com/ko/reaction/450

반응식

참여 물질

역할이름HCID투입량
반응물Benzenesulfonamide, 3-amino-HCID 7377—
반응물ChloropyrazineHCID 73277—
시약Cesium carbonateHCID 10796—
촉매1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
촉매Palladium (II) acetateHCID 4144353—
용매DimethylacetamideHCID 31374—
생성물3-(Pyrazin-2-ylamino)benzenesulfonamideHCID 5330992142.34%

반응 조건

온도130 °C

반응 단계

A mixture of 3-aminobenzenesulfonamide (130mg, 0.75 mmol), 2-chloropyrazine (0.067 mL, 0.75 mmol),(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (34.9 mg, 0.06 mmol), diacetoxypalladium (6.78 mg, 0.03 mmol) and cesium carbonate (295 mg, 0.91 mmol) in degassed DMA (2.1 mL) was heated **_in the microwave_** for 15 min at 130 °C. LC MS FLA-04665-01-01 (pH extract 6-7) showed some product and few sulfanilamide left. Reaction was stopped. Extraction with AE + ethanol / aq. sat NH4Cl (pH7), then back extraction with DCM.The organics were dried over MgSO4 and concentrated _in vacuo._ The crude product was adsorbed on silica gel 40-60µm and purified by flash chromatography on silica gel 15-40µm eluting with 3.5 % of ethanol in dichloromethane (NH3 0.5 %) to provide 3-(pyrazin-2-ylamino)benzenesulfonamide (80 mg, 42.3 %) as a colourless solid. 1H NMR, LC MS FLA-04665-09-02: OK

출처 및 근거

출처 데이터셋750 AstraZeneca ELN dataset
ORD IDord-17225e99c02b4548adfeb78156e8b3d5
출처 메모750 AstraZeneca ELN dataset