Nitric Acid → 2-Chloro-4-nitropyridine 1-oxide

Temperatur

80 °C

With stirring, 1.5 liters of concentrated sulfuric acid was cooled to 0° C. and 1058 grams (6.06 moles) of 2-chloropyridine-N oxide was added portionwise during a 5 hour period. The reaction mixture temperature was maintained at 5°-10° C. and 590 ml of 90% nitric acid was added dropwise. Upon completion of addition the reaction mixture was heated to 80° C. and the source of heat was removed. The exothermic reaction caused the reaction mixture temperature to rise to 115° C. During a one hour period the reaction mixture temperature fell from 115° C. to 100° C., where it was maintained for four hours with an external heat source. The reaction mixture was cooled then poured into 12 liters of ice. The resultant solid was collected by filtration and washed three times by suspension in three one-liter portions of water. The solid was dried to yield 715 grams of 2-chloro-4-nitropyridine-N oxide. The mother liquor and washes were combined and extracted with four one-liter portions of chloroform. The combined extracts were dried with potassium carbonate and filtered. The filtrate was concentrated under under reduced pressure to a residual solid. The solid was triturated in 65 ml of 2-propanol to yield an additional 94.2 grams of 2-chloro-4-nitropyridine-N oxide.

1. temperatureThe reaction mixture temperature was maintained at 5°-10° C.
2. additionUpon completion of addition the reaction mixture
3. temperaturethe source of heat
4. customwas removed
5. customThe exothermic reaction
6. customto rise to 115° C
7. temperaturewhere it was maintained for four hours with an external heat source
8. temperatureThe reaction mixture was cooled
9. filtrationThe resultant solid was collected by filtration
10. washwashed three times by suspension in three one-liter portions of water
11. customThe solid was dried

ORD-Eintrag

ord-51982e60977c4796b9654cdc758ba9d8

Quelldatensatz

uspto-grants-1989_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04818271