Nitric Acid → HCID 3323695, compound

HRID 968489Notes

Reaction equation

HRID 968489 reaction equation
[NH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]1=[O:11].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[N+:12]([C:3]1[C:2](=[O:11])[NH:1][C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=1)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 2641061,2,5,6,7,8-Hexahydroquinolin-2-one

Product 1

HCID 3323695HCID 3323695, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
5 °C

Procedure

5,6,7,8-Tetrahydro-2(1H)-quinolinone (0.134 mol) was added portionwise at 5° C. to sulfuric acid (200 ml). Then HNO3 (0.235 mol) was added portionwise while the temperature was kept below 10° C. The mixture was stirred at 5° C. for 1 hour, poured out carefully into a small amount of ice water and stirred at 0° C. for 10 min. The precipitate was filtered off and dried, yielding 14.2 g (55%) of 5,6,7,8-tetrahydro-3-nitro-2(1H)-quinolinone (intermediate 8)

Workup

  1. customwas kept below 10° C
  2. stirringstirred at 0° C. for 10 min
  3. filtrationThe precipitate was filtered off
  4. customdried

Sources & evidence

ORD record
ord-77e1ea0a242141d591491731e2e13f5d
Source dataset
uspto-grants-2007_12
Patent number
US07304052B2

Reaction notes

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