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Chloride → Thiazolo(4,5-d)pyrimidine

HRID 50758
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HRID 50758 반응식
C[N+](C)=CCl.[Cl-].[Cl-].[CH2:8]([NH:10][C:11]([C:13]1[S:17][C:16](SC)=[N:15][C:14]=1[NH2:20])=O)C>>[S:17]1[C:13]2[CH:11]=[N:10][CH:8]=[N:20][C:14]=2[N:15]=[CH:16]1
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4

반응물 3

HCID 312ChlorideHCID 77311Chloro-N,N-dimethylformiminium chlorideHCID 53935413Ethyl 2-methylthio-4-aminothiazole-5-carboxamide

생성물 1

HCID 10351759Thiazolo(4,5-d)pyrimidine

실험 절차

Reaction of N-cyanobismethylthiomethyl-eneimine with ethyl thioglycollate gives ethyl 2-methylthio-4-aminothiazole-5-carboxamide. Cyclization with formamide or equivalent, followed by desulfurization of the methylthio gives a thiazolopyrimidone, which can be activated by Vilsmeier reagent ,and the chloride displaced by the desired amine to give the desired thiazolo[4,5-d]pyrimidine derivatives as shown above.

출처 및 근거

ORD 기록
ord-fa2afa19a24c42aa8e27544c04970bc3
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06713484B2

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