Methyl iodide → Dimethyl 5-(N-methylmethylsulfonamido)isophthalate

HRID 2071118노트

반응식

HRID 2071118 반응식
[H-].[Na+].[CH3:3][S:4]([NH:7][C:8]1[CH:9]=[C:10]([C:18]([O:20][CH3:21])=[O:19])[CH:11]=[C:12]([CH:17]=1)[C:13]([O:15][CH3:16])=[O:14])(=[O:6])=[O:5].I[CH3:23]>CN(C=O)C>[CH3:23][N:7]([C:8]1[CH:9]=[C:10]([C:18]([O:20][CH3:21])=[O:19])[CH:11]=[C:12]([CH:17]=1)[C:13]([O:15][CH3:16])=[O:14])[S:4]([CH3:3])(=[O:6])=[O:5]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 3711983Dimethyl 5-(methylsulfonamido)isophthalate

생성물 1

HCID 11324067Dimethyl 5-(N-methylmethylsulfonamido)isophthalate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred suspension of NaH (0.24 g, 10 mmol, 60% in oil dispersion) in 10 mL of DMF was added dimethyl 5-(methylsulfonamido)isophthalate (1.435 g, 5 mmol) followed by iodomethane (0.62 mL, 10 mmol) at room temperature. After 5 h, the reaction was quenched by H2O (25 mL). Then the reaction mixture was extracted with EtOAc, further washed with H2O to remove excess of DMF, dried over anhydrous Na2SO4 and concentrated. The crude product thus obtained was washed with hexanes to give dimethyl 5-(N-methylmethylsulfonamido)isophthalate as a white solid in 91% (1.37 g) yield.

후처리

  1. customthe reaction was quenched by H2O (25 mL)
  2. extractionThen the reaction mixture was extracted with EtOAc
  3. washfurther washed with H2O
  4. customto remove excess of DMF
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated
  7. customThe crude product thus obtained
  8. washwas washed with hexanes

출처 및 근거

ORD 기록
ord-8d7e507390404a2e8d7badc1f9135198
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299267B2

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