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Ethyl cyanoformate → Ethyl 4-oxo-5-(2-thienyl)-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate

HRID 606468
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반응식

HRID 606468 반응식
[NH2:1][C:2]1[S:6][CH:5]=[C:4]([C:7]2[S:8][CH:9]=[CH:10][CH:11]=2)[C:3]=1[C:12]([O:14]CC)=O.[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])#[N:18]>Cl.C(O)(=O)C>[O:14]=[C:12]1[NH:18][C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[N:1][C:2]2[S:6][CH:5]=[C:4]([C:7]3[S:8][CH:9]=[CH:10][CH:11]=3)[C:3]1=2
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참가 물질

4

반응물 2

HCID 69336Ethyl cyanoformateHCID 718227Ethyl 2-amino-4-(thiophen-2-yl)thiophene-3-carboxylate

생성물 1

HCID 59298332Ethyl 4-oxo-5-(2-thienyl)-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate수율 88.5%

시약·촉매·용매 1

HCID 22641269Acetate-hydrochloric acid용매

반응 조건

온도
90 °C

실험 절차

Ethyl 5′-amino-2,3′-bithiophene-4′-carboxylate (3.00 g, 11.842 mmol) was suspended in 1N hydrogen chloride-acetic acid solution (30 mL), ethyl cyanoformate (1.29 g, 13.026 mmol) was added, and the mixture was stirred under heating at 90° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, and concentrated under reduced pressure. The residue was suspended in diethyl ether, and the insoluble material was collected by filtration, washed with water to give the title compound as a brown powder (3.21 g, 88%).

후처리

  1. temperatureto cool to room temperature
  2. concentrationconcentrated under reduced pressure
  3. filtrationthe insoluble material was collected by filtration
  4. washwashed with water

출처 및 근거

ORD 기록
ord-db1da210e385403aa85d6be1a7fbe43e
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915267B2

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