Methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate → Methyl 5-methanesulfonyl-2-methyl-4-(3-pentafluorosulfanylphenyl-amino)benzoate

HRID 130626노트

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HRID 130626 반응식
[F:1][S:2]([F:17])([F:16])([F:15])([F:14])[C:3]1[CH:4]=[C:5]([NH:9]S(C)(=O)=O)[CH:6]=[CH:7][CH:8]=1.F[C:19]1[C:28]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[C:21]([CH3:33])[CH:20]=1>CN1C(=O)CCC1.CC(=O)OCC>[CH3:32][S:29]([C:28]1[C:19]([NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([S:2]([F:1])([F:14])([F:15])([F:16])[F:17])[CH:4]=2)=[CH:20][C:21]([CH3:33])=[C:22]([CH:27]=1)[C:23]([O:25][CH3:26])=[O:24])(=[O:30])=[O:31]

참가 물질

5

반응물 2

HCID 10538364Methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoateHCID 59731058Sulfur, pentafluoro[3-[(methylsulfonyl)amino]phenyl]-, (OC-6-21)-

생성물 1

HCID 59731060Methyl 5-methanesulfonyl-2-methyl-4-(3-pentafluorosulfanylphenyl-amino)benzoate수율 25.6%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
150 °C

실험 절차

1.0 g of N-(3-pentafluorosulfanylphenyl)methanesulfonamide, 0.8 g of methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate and 1.4 ml of TBTMG were dissolved in 10 ml of NMP (anhydrous) and stirred at 150° C. for 7 h. The mixture was then diluted with 100 ml of EA and washed firstly 3 times with 30 ml of a saturated aqueous Na2CO3 solution each time and then 3 times with 30 ml of a saturated aqueous NaHSO4 solution each time. The residue after drying over MgSO4 and removal of the solvent in vacuo was chromatographed on silica gel with DIP. 370 mg of a resinous solid were obtained.

후처리

  1. washwashed firstly 3 times with 30 ml of a saturated aqueous Na2CO3 solution each time
  2. dry with materialThe residue after drying over MgSO4 and removal of the solvent in vacuo
  3. customwas chromatographed on silica gel with DIP

출처 및 근거

ORD 기록
ord-106cd67a15d34a0d9decf12da6cd1682
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381841B2

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