Ammonia → 2,3-Difluoro-6-nitroaniline

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[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[C:3]=1[F:12].[NH3:13]>>[F:12][C:3]1[C:2]([F:1])=[CH:7][CH:6]=[C:5]([N+:8]([O-:10])=[O:9])[C:4]=1[NH2:13]

참가 물질

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HCID 222Ammonia

HCID 698711,2,3-Trifluoro-4-nitrobenzene

생성물 1

HCID 27370282,3-Difluoro-6-nitroaniline수율 35.6%

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온도: 70 °C

실험 절차

A solution of 1,2,3-trifluoro-4-nitrobenzene (1) (1.00 g, 5.64 mmol, 1.00 equiv) in methanolic ammonia (1.5 mL) was taken in microwave vial and heated to 70° C. for 90 min in the microwave. The solvent was evaporated under vacuum to give crude; which was purified by silica gel column chromatography (EtOAc/Hexane 1:49) to furnish compound 2 (0.350 g, 35.6%) as yellow solid. TLC: 10% EtOAc/Hexane (Rf: 0.10); 1H NMR (500 MHz, DMSO-d6): δ 7.94-7.91 (m, 1H), 7.51 (s, 2H), 6.75-6.70 (m, 1H); LC-MS: m/z=173 (M+-1) at RT 3.15 (99.8% purity)

후처리

customThe solvent was evaporated under vacuum
customto give crude
customwhich was purified by silica gel column chromatography (EtOAc/Hexane 1:49)

출처 및 근거

ORD 기록: ord-5d286daae1a142c9ad591fc7a211e18a
출처 데이터셋: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08916133B2

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