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

HRID 543056

반응식

HRID 543056 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])=[CH:4][C:3]=1S(O)(=O)=O.[NH:23]1[CH2:27]CCC1=O.N.C(=O)(O)[O-].[NH4+].[N+:35]([C:38]1C=C(S(O)(=O)=O)C=CC=1)([O-])=O.[Na].[C-]#N.[Na+]>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:38]#[N:35])[C:3]=1[C:27]#[N:23]

참가 물질

9

반응물 7

HCID 222AmmoniaHCID 73873-Nitrobenzenesulfonic acidHCID 8929Sodium CyanideHCID 120252-PyrrolidoneHCID 14013Ammonium BicarbonateHCID 777251,4-Diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acidHCID 5360545Sodium

생성물 1

HCID 664772,3-Anthracenedicarbonitrile, 1,4-diamino-9,10-dihydro-9,10-dioxo-수율 95.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

22.8 parts of 1,4-diaminoanthraquinone-2-sulfonic acid (78.1%) are added at room temperature to a mixture of 53 parts of 2-pyrrolidone and 52 parts of water. The pH of the solution is adjusted to 7.5-8 with 5 parts of 24% aqueous ammonia solution. Then 2 parts of ammonium bicarbonate, 6.4 parts of 3-nitrobenzene-1-sulfonic acid, sodium salt, and 9 parts of sodium cyanide are added in succession. The reaction mixture is then heated for 4 hours to 88° C., with stirring. The precipitate is filtered warm with suction, washed with warm 25% aqueous 2-pyrrolidone and then with hot water, and dried at 50° C. in vacuo, affording 14.9 parts of 95.5% 1,4-diamino-2,3-dicyanoanthraquinone, corresponding to a yield of 88.3% of theory. Rf =0.54.

후처리

  1. temperatureThe reaction mixture is then heated for 4 hours to 88° C.
  2. filtrationThe precipitate is filtered
  3. temperaturewarm with suction
  4. washwashed
  5. temperaturewith warm 25% aqueous 2-pyrrolidone
  6. dry with materialwith hot water, and dried at 50° C. in vacuo

출처 및 근거

ORD 기록
ord-f9ca78f70feb4132b27fa63b88168f1f
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04661292

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