Hydrochloric Acid → HCID 12848748, 화합물

HRID 1065038노트

반응식

HRID 1065038 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].N1C=CC=CC=1.[CH3:20][S:21](Cl)(=[O:23])=[O:22].Cl>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([NH:13][S:21]([CH3:20])(=[O:23])=[O:22])=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 89843Methyl 5-amino-o-anisate

생성물 1

HCID 12848748HCID 12848748, 화합물수율 88.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 2-methoxy-5-aminobenzoate (300 mg) and dry pyridine (3 ml), methanesulfonyl chloride (210 mg) is added dropwise with ice cooling and stirring, and the resultant mixture is stirred at room temperature for 1 hour. The reaction mixture is acidified with 6 N hydrochloric acid and shaken with methylene chloride. The organic layer is washed with water, dried over sodium sulfate, and evaporated under reduced pressure to remove the methylene chloride. The residue is chromatographed on a column of silica gel, which is eluted with methylene chloride--2% methanol/methylene chloride, and the eluate is evaporated to remove the solvent. The residue is recrystallized from ethyl acetate/isopropyl ether to give methyl 2-methoxy-5-methanesulfonamidobenzoate (381 mg) as colorless prisms melting at 84° to 86° C.

후처리

  1. washThe organic layer is washed with water
  2. dry with materialdried over sodium sulfate
  3. customevaporated under reduced pressure
  4. customto remove the methylene chloride
  5. customThe residue is chromatographed on a column of silica gel, which
  6. washis eluted with methylene chloride--2% methanol/methylene chloride
  7. customthe eluate is evaporated
  8. customto remove the solvent
  9. customThe residue is recrystallized from ethyl acetate/isopropyl ether

출처 및 근거

ORD 기록
ord-07aae087d8ac495baa15c94a6c3384ce
출처 데이터셋
uspto-grants-1982_05
특허 번호
US04328155

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