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Ammonia → 2,4-Dimethylbenzene-1,3-diamine

HRID 66705
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HRID 66705 반응식
C(#N)C1C=CC=C(C#[N:6])C=1.[C]=O.[H][H].[NH3:15].[C:16]1([CH3:23])[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=1>[CH-]=O.[CH-]=O.[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Co].[Co+2]>[C:16]1([CH3:23])[C:17]([NH2:6])=[C:18]([CH3:22])[C:19]([NH2:15])=[CH:20][CH:21]=1
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참가 물질

7

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HCID 222AmmoniaHCID 7929M-Xylene3회HCID 12276Isophthalonitrile3회HCID 178418361HCID 178418361, 화합물HCID 178418416HCID 178418416, 화합물2회

생성물 1

HCID 46255812,4-Dimethylbenzene-1,3-diamine수율 96.4%

시약·촉매·용매 1

HCID 25049Dicobalt Octacarbonyl (stabilized with 1-5% Hexane)촉매

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온도
160 °C

실험 절차

0.76 g of dicobalt octacarbonyl, 1 g of isophthalonitrile and 20 ml of m-xylene were charged into a 100 ml eggplant type flask equipped with a reflux condenser and a gas inlet tube and the air in the flask was thoroughly replaced while introducing carbon monoxide through the gas inlet tube. Thereafter, the flask was heated in an oil bath at 160° C. for 90 minutes under reflux while passing carbon monoxide therethrough. After the heating, the flask was cooled to room temperature and the resulting precipitate was directly transferred into a 100 ml shaking type autoclave together with solvent m-xylene. After adding 9 g of isophthalonitrile and 10 ml of m-xylene thereto, the gas in the autoclave was replaced with hydrogen. Further 10 ml of liquid ammonia was added thereto and the isophthalonitrile was hydrogenated at a reaction temperature of 100° C. under an initially charged hydrogen pressure of 260 kg/cm2 gage. The reaction was completed in 120 minutes and m-xylenediamine was obtained in a yield of 96.4%.

후처리

  1. customequipped with a reflux condenser and a gas inlet tube
  2. temperatureunder reflux
  3. temperatureAfter the heating, the flask was cooled to room temperature
  4. customwas hydrogenated at a reaction temperature of 100° C. under an initially charged hydrogen

출처 및 근거

ORD 기록
ord-d8fb09eaf9d945478b893dfc703920c6
출처 데이터셋
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04343722

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