Ammonium Chloride → Methyl 2-(2-carbamimidoylthiazol-4-yl)acetate hydrochloride

A mixture of ethyl 2-(2-cyanothiazol-4-yl)acetate (2.17 g, 11 mmol), sodium methylate (0.84 g, 15.5 mmol) and ammonium chloride (0.88 g, 16.5 mmol) in anhydrous methanol (50 mL) was stirred at 25° C. for 24 hours under N2. The reaction mixture was filtered and the filtrate was concentrated in vacuo. Then to the residue was added acetone (12 mL). The mixture was stirred for 3 hours and filtered. The filter cake was washed with a little of acetone to give the title compound as a yellowish solid (1.63 g, 63%). The compound was characterized by the following spectroscopic data:

1. filtrationThe reaction mixture was filtered
2. concentrationthe filtrate was concentrated in vacuo
3. additionThen to the residue was added acetone (12 mL)
4. stirringThe mixture was stirred for 3 hours
5. filtrationfiltered
6. washThe filter cake was washed with a little of acetone

ORD-Eintrag

ord-f871565af09f4a04b27c4b0730f52d3f

Quelldatensatz

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09340538B2