Ethylenediamine → 2-(3-bromophenyl)-4,5-dihydro-1H-Imidazole

HRID 1443375ノート

反応式

HRID 1443375 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[S].[CH2:11](N)[CH2:12][NH2:13]>>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[NH:13][CH2:12][CH2:11][N:6]=2)[CH:7]=[CH:8][CH:9]=1

参加物

4

反応物 3

HCID 3301EthylenediamineHCID 233813-BromobenzonitrileHCID 5362487Sulfur

生成物 1

HCID 541282862-(3-bromophenyl)-4,5-dihydro-1H-Imidazole

実験手順

To a solution of 3-bromobenzonitrile (500 mg, 2.75 mmol) in ethylenediamine (3.5 mL) was added sulfur (44 mg, 1.4 mmol). The mixture was refluxed overnight then poured onto ice water, which caused the product to precipitate as a white solid. The product was isolated by vacuum filtration and dried in a vacuum oven (545 mg, 88%). 1H-NMR (CDCl3) δ 7.93 (t, J=1.7 Hz, 1H), 7.68 (ddd, J=7.8, 1.2, 1.2 Hz, 1H), 7.56 (dddd, J=7.8, 0.9, 0.9, 0.9 Hz, 1H), 7.26 (dd, J=10.5, 8.0 Hz, 1H), 3.78 (br s, 4H).

後処理

  1. temperatureThe mixture was refluxed overnight
  2. additionthen poured onto ice water, which
  3. customto precipitate as a white solid
  4. customThe product was isolated by vacuum filtration
  5. customdried in a vacuum oven (545 mg, 88%)

出典と根拠

ORDレコード
ord-4fce2279ce60496eb3297c57714317a3
出典データセット
uspto-grants-2010_02
特許番号
US07659412B2

反応ノート

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