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Cyclohexylamine → HCID 525618, 화합물

HRID 223318
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HRID 223318 반응식
[Cl-].Cl[C:3](=[N+:10]([CH3:12])[CH3:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:13]1([NH2:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(Cl)Cl>[CH:13]1([N:19]=[C:3]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:10]([CH3:12])[CH3:11])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1
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참가 물질

4

반응물 2

HCID 7965CyclohexylamineHCID 10954662Methanaminium, N-(chlorophenylmethylene)-N-methyl-, chloride

생성물 1

HCID 525618HCID 525618, 화합물수율 49%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To the solution of (α-chlorobenzylidene)dimethylammonium chloride in methylenechloride described in Example 1, there was added dropwise, a solution of 49.6 g (0.5 mole) of cyclohexylamine in 100 ml of methylenechloride. The temperature of the ensuing exothermal reaction rose from 24.5° to 42.5° C. thus keeping the solvent in reflux. After the reaction subsided, the reaction mixture, consisting of a slurry of white solids in a pale yellow solution, was heated to reflux with stirring. After standing overnight, the slurry was filtered, and the solution was stripped of the solvent and the oily residue distilled. The novel amidine (also called N'-cyclohexyl-N,N-dimethylbenzenecarboximidamide) was obtained as a colorless oil, boiling between 78° and 79° C. at 0.04 mm of mercury pressure and having a refractive index of nD 21.6, 1.5400, in 56.0 g corresponding to a 49% yield. Proton nmr infrared and elemental analysis confirmed its proposed structure.

후처리

  1. additionwas added dropwise
  2. customThe temperature of the ensuing exothermal reaction
  3. customrose from 24.5° to 42.5° C.
  4. temperaturein reflux
  5. temperaturewas heated
  6. temperatureto reflux
  7. filtrationthe slurry was filtered
  8. distillationthe oily residue distilled

출처 및 근거

ORD 기록
ord-71d6fecc53b142e4bf090a1a1c596bf6
출처 데이터셋
uspto-grants-1982_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04353830

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