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Chloromethyl Methyl Ether → N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-N-methoxymethyl-3-methyl-benzenesulfonamide

HRID 419025
ノート
印刷プレビュー

反応式

HRID 419025 の反応式
[CH3:1][O:2][CH2:3]Cl.[Br:5][C:6]1[C:11]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([CH3:23])[CH:17]=2)(=[O:15])=[O:14])=[CH:10][C:9]([Cl:24])=[CH:8][N:7]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[Br:5][C:6]1[C:11]([N:12]([CH2:3][O:2][CH3:1])[S:13]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([CH3:23])[CH:17]=2)(=[O:15])=[O:14])=[CH:10][C:9]([Cl:24])=[CH:8][N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 86606891N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-3-methyl-benzenesulfonamide

生成物 1

HCID 57942201N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-N-methoxymethyl-3-methyl-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methoxymethyl chloride (1.2 g, 14.3 mmol) was added dropwise to a mixture of N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-3-methyl-benzenesulfonamide (5.0 g, 12.7 mmol) and potassium carbonate (3.2 g, 23.2 mmol) in THF (30 mL) at room temperature. After 5 h, the potassium salts were removed by vacuum filtration and the filtrate was concentrated under reduced pressure. The residual light yellow solid was chromatographed on silica gel using ethyl acetate-hexane to provide the N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-N-methoxymethyl-3-methyl-benzenesulfonamide as white crystals. MS m/z 441.2 (M+H).

後処理

  1. customthe potassium salts were removed by vacuum filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residual light yellow solid was chromatographed on silica gel

出典と根拠

ORDレコード
ord-cc0d03fd680c492abb2335b56b218d1d
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08093247B2

反応ノート

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