Methanesulfonyl chloride → 1-(2-Chloro-4-methanesulfonamidophenoxy)-2-bromoethane

HRID 1106871노트

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HRID 1106871 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][Br:9])=[C:4]([Cl:12])[CH:3]=1.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>N1C=CC=CC=1>[Cl:12][C:4]1[CH:3]=[C:2]([NH:1][S:14]([CH3:13])(=[O:16])=[O:15])[CH:11]=[CH:10][C:5]=1[O:6][CH2:7][CH2:8][Br:9]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 187898501-(4-Amino-2-chlorophenoxy)-2-bromoethane

생성물 1

HCID 187898631-(2-Chloro-4-methanesulfonamidophenoxy)-2-bromoethane수율 92.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

A portion (2.3 g, 9.18 mmol) of the 1-(4-amino-2-chlorophenoxy)-2-bromoethane produced in (6) above was dissolved in pyridine (10 ml) and the resulting solution was cooled to 0° C., followed by dripping of methanesulfonyl chloride (1.43 ml, 0.018 mol) and stirring at room temperature for 2 h. Thereafter, the solvent was evaporated and the residue was diluted with an aqueous solution of sodium bicarbonate, followed by extraction with chloroform. The extract was dried with sodium sulfate and the solvent was evaporated, with the residue being thereafter purified by being subjected to column chromatography on silica gel using, as an eluent, chloroform containing methanol (6.6%) to yield the end compound 1-(2-chloro-4-methanesulfonamidophenoxy)-2-bromoethane (2.78 g) as a pale yellow solid mass.

후처리

  1. customThereafter, the solvent was evaporated
  2. additionthe residue was diluted with an aqueous solution of sodium bicarbonate
  3. extractionfollowed by extraction with chloroform
  4. dry with materialThe extract was dried with sodium sulfate
  5. customthe solvent was evaporated, with the residue
  6. custombeing thereafter purified
  7. additionchloroform containing methanol (6.6%)

출처 및 근거

ORD 기록
ord-b678784dda784556972853f6f516468d
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06057358

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