Methyl iodide → 2-[(4-Methoxybenzenesulfonyl)-methylamino]-3-methyl-benzoic acid methyl ester

HRID 583348노트

반응식

HRID 583348 반응식
[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)(=[O:14])=[O:13].[H-].[Na+].I[CH3:27]>CN(C=O)C.CCOCC>[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[N:11]([S:12]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)(=[O:14])=[O:13])[CH3:27]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 158592082-(4-Methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester

생성물 1

HCID 700522562-[(4-Methoxybenzenesulfonyl)-methylamino]-3-methyl-benzoic acid methyl ester수율 76%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1.0 g (2.985 mmol) of the product of Example 3 in 10 mL of DMF was added 0.149 g (3.731 mmol) of 60% sodium hydride. The resulting mixture was stirred for 30 minutes at room temperature and then 0.28 mL (4.478 mmol) of iodomethane was added. The reaction was then stirred for 18 h, and next diluted with ether. The organics were washed with water, dried over MgSO4, filtered and concentrated in vacuo to provide a white solid. The solid was washed with ether/hexanes (1:1) to give 0.788 g (76%) of the desired product as a white solid. Electrospray Mass Spec: 350.1 (M+H).

후처리

  1. stirringThe reaction was then stirred for 18 h
  2. washThe organics were washed with water
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto provide a white solid
  7. washThe solid was washed with ether/hexanes (1:1)

출처 및 근거

ORD 기록
ord-2de9a45bc5f641eba2074d0ca50f459b
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929097

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