Nitric Acid → HCID 178418786, 화합물

HRID 896769

반응식

HRID 896769 반응식
[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

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 6115AnilineHCID 9864Cyanamide

생성물 1

HCID 178418786HCID 178418786, 화합물수율 32%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a7dd97df1217456a9e1a92f3999a5de5
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919352B2

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