Nitric Acid → HCID 67771140, compound

HRID 1900726Notes

Reaction equation

HRID 1900726 reaction equation
[N+:1]([O-:4])(O)=[O:2].[OH:5][CH2:6][CH:7]1[O:20][C:10]2=[C:11]3[C:16](=[CH:17][CH:18]=[C:9]2[CH2:8]1)[NH:15][C:14](=[O:19])[CH:13]=[CH:12]3>O>[OH:5][CH2:6][C:7]1([N+:1]([O-:4])=[O:2])[O:20][C:10]2=[C:11]3[C:16](=[CH:17][CH:18]=[C:9]2[CH2:8]1)[NH:15][C:14](=[O:19])[CH:13]=[CH:12]3

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 23369834HCID 23369834, compound

Product 1

HCID 67771140HCID 67771140, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

70% Nitric acid (10 ml, d=1.42) was added dropwise to 2-hydroxymethyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one while cooling on ice, and the mixture was stirred at the same temperature for 20 minutes. The reaction mixture was poured into ice and water (200 ml), and precipitated crystals were collected by filtration. After drying with air, recrystallization was performed using methanol to obtain 3.0 g of 2-hydroxymethyl-nitro-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one as yellowish brown prisms (75.3%, mp. 215°-218° C.).

Workup

  1. temperaturewhile cooling on ice
  2. customprecipitated crystals
  3. filtrationwere collected by filtration
  4. customAfter drying with air, recrystallization

Sources & evidence

ORD record
ord-d4c0978c1c4e4dbabc758548102e9515
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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