Diethyl bromomalonate → p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide

HRID 486638

반응식

HRID 486638 반응식
BrC(C(OCC)=O)C(OCC)=O.COC1C=C([O-])C=CC=1.[Na+].COC1C=C(C=CC=1)OC(C(OCC)=O)C(OCC)=O.COC1C=C(C=CC=1)OC1C(=O)NC=NC=1O.Cl[C:61]1[C:66]([O:67][C:68]2[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH3:75])[CH:69]=2)=[C:65]([Cl:76])[N:64]=[CH:63][N:62]=1.[K].[C:78]([C:82]1[CH:87]=[CH:86][C:85]([S:88]([NH2:91])(=[O:90])=[O:89])=[CH:84][CH:83]=1)([CH3:81])([CH3:80])[CH3:79]>CO>[C:78]([C:82]1[CH:87]=[CH:86][C:85]([S:88]([NH:91][C:61]2[C:66]([O:67][C:68]3[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH3:75])[CH:69]=3)=[C:65]([Cl:76])[N:64]=[CH:63][N:62]=2)(=[O:89])=[O:90])=[CH:84][CH:83]=1)([CH3:81])([CH3:79])[CH3:80]

참가 물질

8

실험 절차

Diethyl bromomalonate was converted with sodium m-methoxyphenolate in analogy to Example 1, paragraph c), into diethyl (m-methoxyphenoxy)malonate, colorless liquid. B.p. 143° C./0.05 Torr. The thus-obtained malonic ester was converted in analogy to Example 1, paragraph d), into 5-(m-methoxyphenoxy)-6-hydroxy-4(3H)-pyrimidinone from which in analogy to Example 1, paragraph e), there was prepared 4,6-dichloro-5-(m-methoxyphenoxy)pyrimidine, m.p. 109°-110° C. Reaction of the last-named compound with p-t-butylbenzenesulfonamide potassium yielded p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide, m.p. 152° C. (from methanol).

출처 및 근거

ORD 기록
ord-5a23d08ba3bf4de98972b29c2b52927f
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05292740

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