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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1801688생성일: 2026년 10월 26일

Ammonia → N-methyl-2,3-dihydro-1,4-benzodioxin-6-amine hydrochloride

https://huagongshe.com/reaction/1801688

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참여 물질

역할이름HCID투입량
반응물AmmoniaHCID 222—
반응물2,3-Dihydro-1,4-benzodioxin-6-carbaldehydeHCID 248127—
반응물Isopropanol hydrochlorideHCID 21912024—
반응물HCID 178418361HCID 178418361—
촉매NickelHCID 935—
생성물N-methyl-2,3-dihydro-1,4-benzodioxin-6-amine hydrochlorideHCID 4673589684.1%

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온도25 °C

반응 단계

242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30° C. Stirred the mass for 20-30 min at 20-30° C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30° C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45° C. After hydrogen gas consumption is stooped at 45-50° C. Reaction mass temperature was cooled to 25-30° C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55° C. Mass temperature was cooled to 40-45° C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5±0.25 with IPA HCl. Maintained the mass temperature at 25-30° C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40±5° C. Dry compound weight: 31.0 g (yield: 84.1%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08349847B2
출처 데이터셋uspto-grants-2013_01
ORD IDord-f6f68946d8b6441686fe3e76ebd5ef44
출처 메모uspto-grants-2013_01