2-Aminothiophene-3-carboxamide → 2-sulfanyl-3H,4H-thieno(2,3-d)pyrimidin-4-one

HRID 9767

반응식

HRID 9767 반응식
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].C(O[C:13]([S-])=[S:14])C.[K+]>CN(C=O)C>[S:14]=[C:13]1[NH:1][C:2]2[S:3][CH:4]=[CH:5][C:6]=2[C:7](=[O:8])[NH:9]1

참가 물질

4

반응물 2

HCID 6994952-Aminothiophene-3-carboxamideHCID 2735045Potassium ethylxanthate

생성물 1

HCID 36033932-sulfanyl-3H,4H-thieno(2,3-d)pyrimidin-4-one수율 69.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
150 °C

실험 절차

2-Amino-thiophene-3-carboxlic acid amide (28.4 g, 0.2 mol) and potassium ethylxanthate (96 g, 3 eq) were mixed together and added to DMF (1000 mL). The resulting mixture was heated to 150° C. for about six hours. The solvent (DMF) was removed on the rotovap under high vacuum at 90° C. The residue was diluted with 600 mL of aqueous citric acid (5%) and cooled to 0° C. and stirred for about 30 minutes. The tan powder was filtered and dried overnight to give 25.6 g of the title compound ((M+H)+=185, M.P.>300° C.).

후처리

  1. customThe solvent (DMF) was removed on the rotovap under high vacuum at 90° C
  2. additionThe residue was diluted with 600 mL of aqueous citric acid (5%)
  3. temperaturecooled to 0° C.
  4. filtrationThe tan powder was filtered
  5. customdried overnight

출처 및 근거

ORD 기록
ord-9a87187d185b4d9390fcb9daeac9bc76
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091347B2

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