Hydrochloric Acid → O-methyl-N-(2-chloro-5-thiazolylmethyl)-N'-nitroisourea

5-(Aminomethyl)-2-chlorothiazole (1.49 g, 10.0 mmol) was dissolved in diluted hydrochloric acid (15 ml, 10.0 mmol), and O-methyl-N-nitroisourea (1.31 g, 11.0 mmol) and sodium chloride (1.17 g, 20.0 mmol) were added. pH was 2.1 at this time. This reaction mixture was adjusted to pH 6.2 with aqueous sodium hydroxide solution (0.1 N, 3.8 ml, 0.38 mmol) using pH meter. Water (1.2 ml) was added to increase the whole volume to 20 ml. After 16 hours of stirring at room temperature (pH was 6.8 at this time), the resulting white crystals were collected by filtration under reduced pressure, and washed with water. The washed crystals were dried under reduced pressure (80° C., 2 hours) to provide 1.72 g (68.6% yield) of O-methyl-N-(2-chloro-5-thiazolylmethyl)-N'-nitroisourea.

1. temperatureto increase the whole volume to 20 ml
2. filtrationwere collected by filtration under reduced pressure
3. washwashed with water
4. customThe washed crystals were dried under reduced pressure (80° C., 2 hours)

ORD record

ord-aa3db375bf0840c1a0c61453b2481a0a

Source dataset

uspto-grants-1999_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06008363