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

HRID 1106871ノート

反応式

HRID 1106871 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 187898631-(2-Chloro-4-methanesulfonamidophenoxy)-2-bromoethane収率 92.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-b678784dda784556972853f6f516468d
出典データセット
uspto-grants-2000_05
特許番号
US06057358

反応ノート

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