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Hydrochloric Acid → 2-Methylthio-3,5-dicyano-4-hydroxythiophene

HRID 982014
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HRID 982014 반응식
[OH-].[K+].CO[C:5](=[O:9])[CH2:6][C:7]#[N:8].Cl[CH2:11][C:12]#[N:13].[CH3:14]I.Cl.[C:17](=[S:19])=[S:18]>O.CN(C)C=O.C(#N)C>[CH3:14][S:18][C:17]1[S:19][C:11]([C:12]#[N:13])=[C:5]([OH:9])[C:6]=1[C:7]#[N:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 6

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 7747Methyl cyanoacetateHCID 7856ChloroacetonitrileHCID 14797Potassium Hydroxide2회

생성물 1

HCID 141197702-Methylthio-3,5-dicyano-4-hydroxythiophene

시약·촉매·용매 3

HCID 962Water용매3회HCID 6228Dimethylformamide용매HCID 6342Acetonitrile용매

실험 절차

A cold, highly concentrated solution of 25 g of KOH in approximately 15 ml of water is slowly added dropwise to a solution of 20.0 g of cyanoacetic acid methyl ester and 18.0 g of carbon disulphide in approximately 300 ml of dimethyl formamide while stirring and cooling to below approximately 0° C. After stirring for another 20 minutes, a solution of 15.5 g of chloroacetonitrile in 10 ml of acetonitrile is added dropwise to the reaction mixture at -5° C. to 0° C. After stirring for another 30 minutes, a highly concentrated solution of 13 g of KOH in water is added and stirred for 30 minutes at 40° C. Then 29 g of methyl iodide are added dropwise and, after 30 minutes, 25 ml of concentrated hydrochloric acid. After concentration of the reaction mixture under reduced pressure to approximately 300 ml, approximately 600 ml of water are added. The resulting precipitate is sucked off, washed successively with water, little isopropanol and di-isopropyl ether, and dried. The desired product is obtained in a yield of 19.0 g; the substance decomposes above 200° C.

후처리

  1. temperaturecooling to below approximately 0° C
  2. stirringAfter stirring for another 20 minutes
  3. stirringAfter stirring for another 30 minutes
  4. stirringstirred for 30 minutes at 40° C
  5. washwashed successively with water, little isopropanol and di-isopropyl ether
  6. customdried

출처 및 근거

ORD 기록
ord-321d38df1c0043a4a5077567961aa3c6
출처 데이터셋
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04994485

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