Formamidine acetate → HCID 178492506, compound

HRID 1736398Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[O:6][CH:7]([CH:10]=[O:11])[CH:8]=[O:9].C(O)(=O)C.[CH:21]([NH2:23])=[NH:22]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[O:6][C:7]1[C:8]([OH:9])=[N:22][CH:21]=[N:23][C:10]=1[OH:11]

Participants

Reactant 2

HCID 160693Formamidine acetate

HCID 86749669HCID 86749669, compound

Product 1

HCID 178492506HCID 178492506, compound

Procedure

By condensing 2-(3,4-dimethoxy-phenoxy)-propane-1,3-dione acid with formamidine acetate there was obtained 5-(3,4-dimethoxyphenoxy)-pyrimidine-4,6-diol, therefrom with POCl3 there was obtained 4,6-dichloro-5-(3,4-dimethoxy-phenoxy)-pyrimidine, therefrom with p-tert-butylbenzenesulfonamide K there was obtained 4-tert-butyl-N-[6-chloro-5-(3,4-dimethoxy-phenoxy)-pyrimidin-4-yl]-benzenesulfonamide and therefrom with Na ethylene glycolate there was obtained p-tert-butyl-N-[5-(3,4-dimethoxy-phenoxy)-6-(2-hydroxyethoxy)-4-pyrimidinyl]-benzenesulfonamide.

Sources & evidence

ORD record: ord-056f3cf891344e658ac2a43a39c92804
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05541186

Reaction notes

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