Hydrochloric Acid → 1,2-Benzenedicarbonitrile, 4-nitro-

HRID 1438767

반응식

HRID 1438767 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([NH2:15])=O)[C:7](=[CH:11][CH:12]=1)[C:8]([NH2:10])=O)([O-:3])=[O:2].P(Cl)(Cl)(Cl)=O.Cl>N1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([C:13]#[N:15])[C:7](=[CH:11][CH:12]=1)[C:8]#[N:10])([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 831671,2-Benzenedicarboxamide, 4-nitro-

생성물 1

HCID 974431,2-Benzenedicarbonitrile, 4-nitro-

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

4-nitrophthalamide (220g; 1.05 moles) is suspended in pyridine (840ml). Into this vigrously stirred suspension, phosphorus oxychloride (220 ml; 2.40 moles) is added at such a rate that the reaction maintains a temperature range of 65°-70° C during the 30 minute addition time. The same temperature is maintained an additional hour by external heating. The resulting mixture is neutralized with 12 N hydrochloric acid (150 ml). The purple solid is collected by filtration and dried. The residue is extracted with ethyl acetate (3 × 700 ml) and the purple extract is decolorized with activated charcoal, washed first with 0.4 N sodium hydroxide saturated with sodium chloride (3 × 70 ml) and then with water (4 × 70 ml). Drying and evaporation of the extract leaves 91g of II as pale yellow crystals; yield, 50%, mp142°-144° C; lit. (7) mp 138°-139° C; lit. (4) 142° C.

후처리

  1. customa temperature range of 65°-70° C
  2. additionduring the 30 minute addition time
  3. temperatureThe same temperature is maintained an additional hour by external heating
  4. filtrationThe purple solid is collected by filtration
  5. customdried
  6. extractionThe residue is extracted with ethyl acetate (3 × 700 ml)
  7. extractionthe purple extract
  8. washwashed first with 0.4 N sodium hydroxide saturated with sodium chloride (3 × 70 ml)
  9. customDrying
  10. customevaporation of the extract

출처 및 근거

ORD 기록
ord-57e349edc5654b4a90af27a35176fab0
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04056560

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