Benzylamine → HCID 25019976, 화합물

HRID 1259458노트

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HRID 1259458 반응식
CC1C=CC(S(O[CH2:12][CH:13]2[O:18][C:17]3[CH:19]=[C:20]([N+:23]([O-:25])=[O:24])[CH:21]=[CH:22][C:16]=3[O:15][CH2:14]2)(=O)=O)=CC=1.[CH2:26]([NH2:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CCCCCCC>[CH2:26]([NH:33][CH2:12][CH:13]1[O:18][C:17]2[CH:19]=[C:20]([N+:23]([O-:25])=[O:24])[CH:21]=[CH:22][C:16]=2[O:15][CH2:14]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 22238110(7-Nitro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl 4-methylbenzenesulfonate

생성물 1

HCID 25019976HCID 25019976, 화합물수율 100%

시약·촉매·용매 1

HCID 8900Heptane용매

반응 조건

온도
95 °C

실험 절차

A 200 mL round bottomed flask equipped with a magnetic stir bar is charged with [7-nitro-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate (40.0 g, 110 mmol) and benzylamine (35.2 g, 328 mmol). The mixture is heated to 95° C. for 3 h, and then heating is discontinued. Once the temperature of the solution is 80° C., heptane (300 mL) is added slowly, with rapid stirring. Once the suspension is cooled to rt, the solid is collected by vacuum filtration, and the filter cake is washed several times with heptane and suction dried to give the title compound (32.55 g, 100%) as a yellow powder. LCMS (Basic Method): 1.93 min, 301 (M+H)+. 1H NMR (300 MHz, DMSO-d6) δ 7.77-7.70 (m, 1H), 7.47-7.18 (m, 6H), 7.10-7.06 (m, 1H), 4.47 (dd, J=2.5, 11.5 Hz, 1H), 4.37-4.29 (m, 1H), 4.15 (dd, J=7.1, 11.5 Hz, 1H), 3.73 (s, 2H), 2.43 (br s, 1H), 2.82-2.70 (m, 2H).

후처리

  1. customA 200 mL round bottomed flask equipped with a magnetic stir bar
  2. temperatureheating
  3. customis 80° C.
  4. temperatureOnce the suspension is cooled to rt
  5. filtrationthe solid is collected by vacuum filtration
  6. washthe filter cake is washed several times with heptane and suction
  7. customdried

출처 및 근거

ORD 기록
ord-8c6b007dcd694eedb06bee5202611242
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466296B2

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