Sulfamide → N-(2-cyano-3-methylphenyl)sulfamide

HRID 44362

反応式

HRID 44362 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[C:4]#[N:5].[S:11](N)([NH2:14])(=[O:13])=[O:12]>O1CCOCC1>[C:4]([C:3]1[C:6]([CH3:10])=[CH:7][CH:8]=[CH:9][C:2]=1[NH:1][S:11]([NH2:14])(=[O:13])=[O:12])#[N:5]

参加物

4

反応物 2

HCID 82267SulfamideHCID 2799732-Amino-6-methylbenzonitrile

生成物 1

HCID 67097231N-(2-cyano-3-methylphenyl)sulfamide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of 2-amino-6-methylbenzonitrile (1.32 g, 10 mmol) and sulfamide (4.81 g, 50 mmol) in dry 1,4-dioxane (50 mL) was refluxed under nitrogen for 3 days. After the reaction mixture was cooled down to room temperature, the precipitate was filtered and washed with dioxane. The filtrate was concentrated under reduced pressure, and the residue was purified by chromatography on silica gel eluting with EtOAc/hexanes (3:7) to give the title compound as a pale-white solid. 1H NMR (400 MHz, DMSO-d6) δ2.44 (s, 3H), 7.19-7.21 (m, 3H), 7.39-7.41 (d, J=8.4 Hz, 1H), 7.53 (t, J=8.0 Hz, 1H), 9.41 (s, 1H).

後処理

  1. filtrationthe precipitate was filtered
  2. washwashed with dioxane
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by chromatography on silica gel eluting with EtOAc/hexanes (3:7)

出典と根拠

ORDレコード
ord-35795869fc134710aa3df281aef8b985
出典データセット
uspto-grants-2013_09
特許番号
US08541421B2

関連ノート

読み込み中…