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

HRID 711631

反応式

HRID 711631 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) δ 2.44 (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-347f0b4d6d274ab5a4efd9b6d82d3170
出典データセット
uspto-grants-2015_11
特許番号
US09181276B2

関連ノート

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