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Triethylamine → 1-(Methylsulphonylaminocarbonyl)-3-nitrobenzene

HRID 2379329
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HRID 2379329 반응식
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].C(N(CC)CC)C.[N+:13]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](Cl)=[O:20])([O-:15])=[O:14]>ClCCl>[CH3:1][S:2]([NH:5][C:19]([C:18]1[CH:22]=[CH:23][CH:24]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=1)=[O:20])(=[O:4])=[O:3]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 8495Benzoyl chloride, 3-nitro-HCID 72879Methanesulfonamide

생성물 1

HCID 196035271-(Methylsulphonylaminocarbonyl)-3-nitrobenzene수율 32.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A solution of methylsulphonamide (5.37 g, 57 mmol) in anhydrous dichloromethane (100 ml), cooled to 0° C. was treated with triethylamine (7.9 ml, 57 mmol) followed by a solution of 3-nitrobenzoyl chloride (10 g, 54 mmol) in anhydrous dichloromethane (100 ml) dropwise. After stirring for 2 h at 0° C., the reaction mixture was washed with 1M HCl (100 ml). The precipitate which formed was collected by filtration and triturated with diethyl ether and was then recrystallised from methanol to afford the title compound (4.3 g, 31%) as a colourless crystalline solid. mp 175°-178° C. 1H NMR (360 MHz, D6 -DMSO) δ 3.42 (3H, s), 7.82 (1H, dd, J=8.0 and 8.0 Hz), 8.38 (1H, d, J=8.0 Hz), 8.49 (1H, d, J=8.0 Hz), 8.80 (1 H,s).

후처리

  1. washthe reaction mixture was washed with 1M HCl (100 ml)
  2. customThe precipitate which formed
  3. filtrationwas collected by filtration
  4. customtriturated with diethyl ether
  5. customwas then recrystallised from methanol

출처 및 근거

ORD 기록
ord-2c3f40091f214eb8b38afc04447eef17
출처 데이터셋
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05360802

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