ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

2,4,6-Trimethylpyridine → N,N-Bis-(2-trifluoromethanesulfonyloxyethyl)-2-nitrobenzenesulfonamide

HRID 1361430
ノート
印刷プレビュー

反応式

HRID 1361430 の反応式
S([O:8][S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])(C(F)(F)F)(=O)=O.[OH:16][CH2:17][CH2:18][N:19]([CH2:32][CH2:33]O)[S:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N+:29]([O-:31])=[O:30])(=[O:22])=[O:21].N1C(C)=CC(C)=CC=1C>C(Cl)Cl.C(Cl)(Cl)Cl>[F:13][C:12]([F:15])([F:14])[S:9]([O:16][CH2:17][CH2:18][N:19]([CH2:32][CH2:33][O:8][S:9]([C:12]([F:13])([F:14])[F:15])(=[O:10])=[O:11])[S:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N+:29]([O-:31])=[O:30])(=[O:22])=[O:21])(=[O:10])=[O:8]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 79532,4,6-TrimethylpyridineHCID 67749Trifluoromethanesulfonic anhydrideHCID 60723400N,N-Bis-(2-hydroxy-ethyl)-2-nitrobenzenesulfonamide

生成物 1

HCID 86601384N,N-Bis-(2-trifluoromethanesulfonyloxyethyl)-2-nitrobenzenesulfonamide

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒
HCID 6344
Dichloromethane
溶媒

反応条件

温度
0 °C

実験手順

Triflic anhydride (13.6 g, 48.3 mmol) was added dropwise with stirring to a 0° C. solution of N,N-bis-(2-hydroxyethyl)-2-nitrobenzenesulfonamide (7.00 g, 24.1 mmol) from Example 16A and 2,4,6-collidine (5.85 g, 48.3 mmol) in anhydrous methylene chloride (50 mL)(J. A. Kozlowski, et al., Bioorg. Med. Chem. Lett. 12: 791-794, 2002). Reaction stirred two hours at 0° C. and then overnight at room temperature. Reaction diluted with chloroform, washed with saturated NaHCO3 and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by normal phase HPLC on a Biotage pre-packed silica gel column eluting with 3:1 hexane:ethyl acetate to afford the title compound. MS(ESI) m/z 555 (M+H)+.

後処理

  1. customReaction
  2. customovernight
  3. customat room temperature
  4. customReaction
  5. washwashed with saturated NaHCO3 and brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by normal phase HPLC on a Biotage pre-packed silica gel column
  10. washeluting with 3:1 hexane

出典と根拠

ORDレコード
ord-4f5c09a92cc8462aa08b8ffb779c764b
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07880001B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート