Nitric Acid → HCID 178418786、化合物

HRID 896769

反応式

HRID 896769 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:8]#[C:9][NH2:10].[N+:11]([O-:14])([OH:13])=[O:12]>C(O)C>[N+:11]([O-:14])([O-:13])=[O:12].[C:2]1([NH:1][C:9]([NH2:10])=[NH2+:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 944Nitric AcidHCID 6115AnilineHCID 9864Cyanamide

生成物 1

HCID 178418786HCID 178418786、化合物収率 32%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a room temperature solution of aniline (10.0 g, 107 mmol) in ethanol (100 mL) was added cyanamide (9.6 mL, 50 wt % in water, 123 mmol) followed by the dropwise addition of concentrated nitric acid (7.56 mL). The mixture was heated at reflux for 3.5 hours and allowed to cool to room temperature. The mixture was concentrated in vacuo and the residue was crystallized from methanol/ethyl acetate/dichloromethane to yield N-phenylguanidinium nitrate (6.7 g, 32%) as a white crystalline solid. 1H NMR (DMSO-d6): δ 9.63 (s, 1 H), 7.44 (t, 2 H), 7.37 (broad s, 3 H), 7.29 (t, 1 H), 7.23 (d, 2 H); 13C NMR (DMSO-d6): δ 156.36, 135.99, 130.40, 127.19, 125.18; MS m/z 136 (M+1 of free base).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3.5 hours
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue was crystallized from methanol/ethyl acetate/dichloromethane

出典と根拠

ORDレコード
ord-a7dd97df1217456a9e1a92f3999a5de5
出典データセット
uspto-grants-2005_07
特許番号
US06919352B2

関連ノート

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