Tetrahydrofuran → HCID 76851486, compound

HRID 2425400Notes

Reaction equation

HRID 2425400 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[N+:12]([O-])=O)[C:5]([Cl:15])=[N:4][CH:3]=1.O1CCCC1>C(O)C.[Pt].[S]>[NH2:12][C:10]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:11]=1[C:2]([Br:1])=[CH:3][N:4]=[C:5]2[Cl:15]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 21979982HCID 21979982, compound

Product 1

HCID 76851486HCID 76851486, compoundYield 102.1%

Reagents, catalysts & solvents 2

HCID 178527703HCID 178527703, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-bromo-1-chloro-5-nitroisoquinoline (14.0 g) prepared according to the method described in a known literature (Nair et al., Indian J. Chem., 1967, 5, 403) in ethanol (75 ml) and tetrahydrofuran (75 ml) was added with 3% platinum-sulfur/activated carbon (3% Pt—S/C, NE Chemcat, CM101, 14.0 g), and the mixture was stirred at room temperature for 15 hours under a hydrogen gas atmosphere. The atmosphere was replaced with nitrogen gas, and then the insoluble solids were removed by filtration through Celite, and the solvent was evaporated under reduced pressure to obtain the title compound (12.8 g).

Workup

  1. customthe insoluble solids were removed by filtration through Celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8bf5af9bd68242f9a488e269d83b3ad2
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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