Nitric Acid → HCID 178419082, 화합물

HRID 896771

반응식

HRID 896771 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([O:12][CH3:13])[C:9]=1[O:10][CH3:11])[NH2:6].[N:14]#[C:15][NH2:16].[N+:17]([O-:20])([OH:19])=[O:18]>C(O)C>[N+:17]([O-:20])([O-:19])=[O:18].[CH3:13][O:12][C:8]1[CH:7]=[C:5]([NH:6][C:15]([NH2:16])=[NH2+:14])[CH:4]=[C:3]([O:2][CH3:1])[C:9]=1[O:10][CH3:11]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 9864CyanamideHCID 322853,4,5-Trimethoxyaniline

생성물 1

HCID 178419082HCID 178419082, 화합물수율 46%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a room temperature solution of 3,4,5-trimethoxyaniline (3.46 g, 18.9 mmol) in ethanol (20 mL) was added cyanamide (1.68 mL 50 wt % in water, 21.7 mmol) followed by the dropwise addition of concentrated nitric acid (1.33 mL). The mixture was heated at reflux for 13 hours and allowed to cool to room temperature. The mixture was concentrated in vacuo to approximately 70% of its original volume and ether was added. The resulting precipitate was isolated on a filter to yield N-(3,4,5-trimethoxyphenyl) guanidinium nitrate (2.5 g, 46%) as a grey powder. 1H NMR (DMSO-d6): δ 9.47 (s, 1 H), 7.29 (s, 3 H), 6.57 (s, 2 H), 3.80 (s, 6 H), 3.68 (s, 3 H); 13C NMR (DMSO-d6): δ 155.78, 153.33, 136.07, 130.58, 102.90, 59.99, 55.96; MS m/z 226 (M+1 of free base).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 13 hours
  3. concentrationThe mixture was concentrated in vacuo to approximately 70% of its original volume and ether
  4. additionwas added
  5. customThe resulting precipitate was isolated on
  6. filtrationa filter

출처 및 근거

ORD 기록
ord-613e8bfc479d4de990e1b75f7072fc4d
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919352B2

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