Nitric Acid → HCID 22597841, compound

HRID 1760236Notes

Reaction equation

HRID 1760236 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][NH:8][CH2:9]2)([O-:3])=[O:2].[N+:14]([O-])([OH:16])=[O:15].[OH-].[Na+].ClCCl>S(=O)(=O)(O)O>[N+:1]([C:4]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][NH:8][CH2:9]2)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 113799065-nitro-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 22597841HCID 22597841, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

5-Nitro-1,2,3,4-tetrahydroisoquinoline (1.0 g, 5.6 mmol) in conc. sulfuric acid (3 ml) was treated with conc. nitric acid (1 ml) and the mixture stirred at room temperature for 1 h. The mixture was cooled, basified with 40% aqueous NaOH and work-up with dichloromethane gave the title compound (1.14 g).

Workup

  1. temperatureThe mixture was cooled

Sources & evidence

ORD record
ord-0feba509f9174a19808a4407d52322ff
Source dataset
uspto-grants-2005_01
Patent number
US06841560B2

Reaction notes

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