Tetrahydrofuran → HCID 76851486, compound

HRID 1436039Notes

Reaction equation

HRID 1436039 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, CM011, 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 matters 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 matters were removed by filtration through Celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4df93a08615e47faaef2588eeb250695
Source dataset
uspto-grants-2009_11
Patent number
US07618984B2

Reaction notes

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