Dimethylformamide → 2,3-Anthracenedicarbonitrile, 1,4-diamino-9,10-dihydro-9,10-dioxo-

HRID 441768

반응식

HRID 441768 반응식
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([NH2:18])=[C:4](Cl)[C:3]=1Cl.[C-:21]#[N:22].[Na+].[Cl-].[NH4+].C[N:27]([CH3:30])C=O>>[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([NH2:18])=[C:4]([C:21]#[N:22])[C:3]=1[C:30]#[N:27]

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 65731Disperse Violet 28

생성물 1

HCID 664772,3-Anthracenedicarbonitrile, 1,4-diamino-9,10-dihydro-9,10-dioxo-

반응 조건

온도
120 °C

실험 절차

31 parts of 1,4-diamino-2,3-dichloroanthraquinone is introduced into 280 parts by volume of dimethylformamide and the whole is heated to 120° C. At this temperature 30 parts of sodium cyanide is introduced in about five minutes, the supply of heat being decreased because the temperature is maintained by the heat of reaction. After a short time the exothermic reaction ceases and the whole is heated at 125° to 130° C. for about another 35 minutes. After this period the whole of the starting material has reacted. The whole is cooled to 110° C., 11 parts of ammonium chloride is added and the solvent is substantially distilled off at subatmospheric pressure; 200 to 210 parts by volume of dimethylformamide is recovered. The residue in the still is stirred vigorously while 300 parts of water is slowly added; the reaction product is thus precipitated. The whole is stirred for about another hour until the product has become easily filterable, and suction filtered while hot, and the filter cake is washed with hot water until the water running away has become colorless. The product is rinsed with methanol and dried. 26 parts of 1,4-diaminoanthraquinone-2,3-dinitrile is obtained. The product has the same properties as those obtained according to Examples 1 and 2.

후처리

  1. temperaturethe supply of heat
  2. temperatureis maintained by the
  3. temperatureheat of reaction
  4. customAfter a short time the exothermic reaction ceases
  5. temperaturethe whole is heated at 125° to 130° C. for about another 35 minutes
  6. customAfter this period the whole of the starting material has reacted
  7. temperatureThe whole is cooled to 110° C.
  8. distillationthe solvent is substantially distilled off at subatmospheric pressure
  9. custom200 to 210 parts by volume of dimethylformamide is recovered
  10. additionis slowly added
  11. customthe reaction product is thus precipitated
  12. stirringThe whole is stirred for about another hour until the product
  13. filtrationsuction filtered while hot, and the filter cake
  14. washis washed with hot water until the water running
  15. washThe product is rinsed with methanol
  16. customdried

출처 및 근거

ORD 기록
ord-01a05c2f560a45339bb229a1ed19861b
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04042605

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