反应详情

A mixture of 2-(acetylaminomethyl)-6-bromoacetylpyridine (50.0 g) and diaminomethylenethiourea (15.3 g) in ethanol (400 ml) was stirred at 40° to 50° C. for 2 hours. The solvent was removed by concentration in vacuo. To the residue was added a mixture of water, ethyl acetate and tetrahydrofuran, and the mixture was adjusted to pH 9.5 with 20% aqueous potassium carbonate. The separated organic layer was washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave a residue, which was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (85:15, V/V). The eluted fractions containing the desired product were collected and evaporated in vacuo. The residue was triturated with a mixture of ethyl acetate and diisopropyl ether to give 4-(6-acetylaminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole (18.73 g).

1. customThe solvent was removed by concentration in vacuo
2. additionTo the residue was added
3. additiona mixture of water, ethyl acetate and tetrahydrofuran
4. washThe separated organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. customEvaporation of the solvent
7. customgave a residue, which
8. customwas purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (85:15, V/V)
9. additionThe eluted fractions containing the desired product
10. customwere collected
11. customevaporated in vacuo
12. customThe residue was triturated with a mixture of ethyl acetate and diisopropyl ether