Methanesulfonyl chloride → Methanesulfonamide, N-[2-iodo-4-(trifluoromethyl)phenyl]-

HRID 1171463노트

반응식

HRID 1171463 반응식
[I:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH2:12].[CH3:13][S:14](Cl)(=[O:16])=[O:15]>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[I:1][C:2]1[CH:7]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][S:14]([CH3:13])(=[O:16])=[O:15]

참가 물질

5

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 27833222-Iodo-4-(trifluoromethyl)aniline

생성물 1

HCID 21075164Methanesulfonamide, N-[2-iodo-4-(trifluoromethyl)phenyl]-수율 32.3%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

반응 조건

온도
105 °C

실험 절차

A mixture of 2-iodo-4-(trifluoromethyl)benzenamine (11.0 g, 0.0382 mol), pyridine (40 ml), methanesulfonylchloride (5.3 g, 0.046 mol) and DMAP (0.46 g, 0.0038 mol) in a 100 ml RB flask was heated slowly to 105° C. and maintained the same temperature for over night. The reaction mixture was concentrated to remove the pyridine. The crude product obtained was purified by column chromatography using 10% ethyl acetate in pet ether as eluent to get N-(2-iodo-4-(trifluoromethyl)phenyl)methanesulfonamide (4.5 g, 32%) as white solid. 1H NMR (400 MHz, CDCl3) δ 3.08 (s, 3H), 6.88 (bs, 1H), 7.65 (d, 1H), 7.75 (d, 1H), 8.07 (s, 1H).

후처리

  1. temperaturemaintained the same temperature for over night
  2. concentrationThe reaction mixture was concentrated
  3. customto remove the pyridine
  4. customThe crude product obtained
  5. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-c136f2dc6bfb4c35bc68c185cd013f30
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07829571B2

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