5-Fluorouracil → Tegafur

HRID 1707164

반응식

HRID 1707164 반응식
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.C[Si](N[Si](C)(C)C)(C)C.Cl[Sn](Cl)(Cl)Cl.C(O[CH:28]1[CH2:32][CH2:31][CH2:30][O:29]1)(=O)C.COC1CCCO1>C(Cl)CCl>[O:29]1[CH2:30][CH2:31][CH2:32][CH:28]1[N:6]1[CH:7]=[C:2]([F:1])[C:3](=[O:9])[NH:4][C:5]1=[O:8]

참가 물질

7

반응물 5

HCID 33855-FluorouracilHCID 13838HexamethyldisilazaneHCID 24287Tin tetrachlorideHCID 47519Tetrahydro-2-methoxyfuranHCID 102657Tetrahydro-2-furyl acetate

생성물 1

HCID 5386Tegafur수율 87%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

0.65 g. (5 mmol) of 5-fluorouracil was agitated in 50 ml. of absolute ethylene chloride for one hour with 0.65 g. (4 mmol) of HMDS, 0.43 g. (4 mmol) of TCS, and 1.56 g. (6 mmol) of SnCl4 ; then 0.65 g. (5 mmol) of 2-acetoxytetrahydrofuran or 0.51 g. (5 mmol) of 2-methoxytetrahydrofuran was added to the mixture, and the latter was agitated for 2 hours and 4 hours, respectively, at 24° C. The mixture was worked up as described in Example 1, giving in an 87% yield N1 -(2-tetrahydrofuryl)-5-fluorouracil, m.p. 165°-167° C.

후처리

  1. customat 24° C

출처 및 근거

ORD 기록
ord-9070a9e3beac4190a465513a1d707e4b
출처 데이터셋
uspto-grants-1980_06
특허 번호
US04209613

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