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Nitric Acid → HCID 2794458, compound

HRID 988817
Notes
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Reaction equation

HRID 988817 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[NH:9][C:8](=[O:15])[CH:7]=[C:6]2[C:16]([F:19])([F:18])[F:17].[N+:20]([O-])([OH:22])=[O:21].S(=O)(=O)(O)O.ClCCl.CC(C)=O>CS(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[NH:9][C:8](=[O:15])[C:7]([N+:20]([O-:22])=[O:21])=[C:6]2[C:16]([F:19])([F:18])[F:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 27944256,7-Dimethoxy-4-(trifluoromethyl)quinolin-2(1H)-oneHCID 21584124Propan-2-one--dichloromethane (1/1)

Product 1

HCID 2794458HCID 2794458, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 679
Dimethyl Sulfoxide
Solvent

Procedure

3.5 g of 6,7-dimethoxy-4-trifluoromethyl-2-(1H)-quinolone are nitrated with 50 ml of a semi-concentrated mixture of nitric acid and sulphuric acid under ice cooling. The mixture is heated to room temperature and poured on water. The precipitation formed is cleaned with Flash Chromatography (silica gel, dichloromethane:acetone 9:1). Yield 70%, melting point 270° C., UV λ max 391 nm (DMSO), IR (KBR) CO: 1670cm-1.

Workup

  1. additionpoured on water
  2. customThe precipitation
  3. customformed

Sources & evidence

ORD record
ord-150651710ba34116b274200bca9a0446
Source dataset
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06635759B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes