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Aniline → Pyrimido(5,4-d)pyrimidine

HRID 2238693
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HRID 2238693 반응식
Cl[C:2]1[N:3]=[C:4](Cl)[C:5]2[N:10]=[C:9](Cl)[N:8]=[C:7](Cl)[C:6]=2[N:13]=1.NC1C=CC=CC=1>C(Cl)(Cl)Cl>[N:10]1[C:5]2[CH:4]=[N:3][CH:2]=[N:13][C:6]=2[CH:7]=[N:8][CH:9]=1
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참가 물질

4

반응물 2

HCID 6115AnilineHCID 97007Tetrachloropyrimido[5,4-d]pyrimidine

생성물 1

HCID 21948654Pyrimido(5,4-d)pyrimidine수율 199.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

In accord with the synthesis illustrated above, 4 g (19 mmol) of 2,4,6,8-tetrachloropyrimidopyrimidine was added to 50 ml of chloroform, and 8.7 ml (95 mmol) of aniline was slowly added in droplets thereto in a bath at 0° C. After the completion of the reaction was confirmed through TLC, the resulting reaction solution was washed with an aqueous ammonium chloride solution and then extracted with chloroform to separate an organic layer. Thereafter, the organic layer was distilled under reduced pressure to remove the solvent and then dried in an oven, yielding 5 g of a pale yellow solid 5a NMR analysis of the pale yellow solid produced the following data: 1H-NMR (DMSO-d6) d(ppm) 7.23 (t, 2H, J=7.3 z), 7.46 (t, 41, J=7.8 Hz), 7.87 (t, 4H, J=8.1 Hz), 8.66 (s, 2H).

후처리

  1. additionwas slowly added in droplets
  2. customat 0° C
  3. customthe resulting reaction solution
  4. washwas washed with an aqueous ammonium chloride solution
  5. extractionextracted with chloroform
  6. customto separate an organic layer
  7. distillationThereafter, the organic layer was distilled under reduced pressure
  8. customto remove the solvent
  9. customdried in an oven

출처 및 근거

ORD 기록
ord-74c788c7f7894681b37456a3c06774c7
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07719000B2

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