Hydrochloric Acid → HCID 178526855, compound

2-Chloro-5-iodo-4-nitroimidazole (273 mg) was suspended in 1,4-dioxane (5 ml), then tetra-n-butyl ammonium borohydride (515 mg) was added, the reaction mixture was heated and refluxed for 10 hours. Then diluted hydrochloric acid was added to the reaction mixture, and extracted with ethyl acetate. The organic layer was treated with concentrated hydrochloric acid, the separated matters were collected by filtration. The filtrate was extracted with ethyl acetate, the separated matter obtained from the organic layer was combined together with the previously obtained solid matter and purified by use of a silica gel column chromatography (eluent: n-hexane/ethylacetate=3/1 to 2/1), there was obtained 2-chloro-4-nitroimidazole (107 mg, yield: 72.5%).

1. temperaturethe reaction mixture was heated
2. temperaturerefluxed for 10 hours
3. extractionextracted with ethyl acetate
4. additionThe organic layer was treated with concentrated hydrochloric acid
5. filtrationthe separated matters were collected by filtration
6. extractionThe filtrate was extracted with ethyl acetate
7. customthe separated matter obtained from the organic layer
8. custompurified by use of a silica gel column chromatography (eluent: n-hexane/ethylacetate=3/1 to 2/1)

ORD record

ord-63fd90fcf3e64c32b3199dbe8bfe907c

Source dataset

uspto-grants-2008_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07368579B2