Methane → 2,3-Dichloro-6-nitrobenzonitrile

HRID 636366

반응식

HRID 636366 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](Cl)[C:3]=1[Cl:12].[Cu](C#N)[C:14]#[N:15].Cl.C>CN(C=O)C.CO.C1(C)C=CC=CC=1.O>[Cl:12][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[C:5]([N+:8]([O-:10])=[O:9])[C:4]=1[C:14]#[N:15]

참가 물질

9

반응물 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 286972,3,4-TrichloronitrobenzeneHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 27360202,3-Dichloro-6-nitrobenzonitrile

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 1140Toluene용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 1.831 kg of 1,2,3-trichloro-4-nitrobenzene and 0.861 kg of copper cyanide in 1.21 L of DMF is heated to 155° C. for 2 hours, then cooled to room temperature. A solution of 3.24 kg of ferric chloride hexahydrate, 0.806 L of concentrated hydrochloric acid, and 4.87 L of water is added and the solution heated to 65° C. for 20 minutes. The mixture is cooled, stirred with 0.55 kg of charcoal and 4 L of toluene, and filtered. The organic phase is separated and the aqueous phase extracted with toluene. The combined toluene layers are washed with water and 6 N HCl, dried and concentrated to give a slurry. The slurry is dissolved in 1.5 L of methanol, and stored at 5° C. for 24 hours. The nitrile product is collected by filtration, washed with 1.5 L cold methanol and dried at 40° C.

후처리

  1. temperaturethe solution heated to 65° C. for 20 minutes
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. customThe organic phase is separated
  5. extractionthe aqueous phase extracted with toluene
  6. washThe combined toluene layers are washed with water and 6 N HCl
  7. customdried
  8. concentrationconcentrated
  9. customto give a slurry
  10. filtrationThe nitrile product is collected by filtration
  11. washwashed with 1.5 L cold methanol
  12. customdried at 40° C.

출처 및 근거

ORD 기록
ord-ac1bbce14889489e8ec6c9fba78fcac6
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06194420B1

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