Sodium hydride → HCID 18511549, compound

HRID 1370504Notes

Reaction equation

HRID 1370504 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][C:12]#N)[N:2]=1.[Cl:14][C:15]1[CH:16]=[C:17]([N+:23]([O-:25])=[O:24])[CH:18]=[C:19]([Cl:22])C=1Cl.[H-].[Na+]>>[Cl:14][C:15]1[CH:16]=[C:17]([N+:23]([O-:25])=[O:24])[CH:18]=[C:19]([Cl:22])[C:12]=1[CH2:11][C:3]1[N:2]=[CH:1][C:10]2[C:5]([CH:4]=1)=[CH:6][CH:7]=[CH:8][CH:9]=2

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 883653,4,5-TrichloronitrobenzeneHCID 18511537HCID 18511537, compound

Product 1

HCID 18511549HCID 18511549, compound

Procedure

3-(2,6-Dichloro-4-nitro-benzyl)-isoquinoline was synthesized (79%) from isoquinolin-3-yl-acetonitrile (234, 1.22 g, 7.26 mmol), 3,4,5-trichloronitrobenzene (Acros, 1.64 g, 7.26 mmol) and NaH (Aldrich, 640 mg, 60%, 16.0 mmol) in a similar manner in two steps as described in Example 222.

Sources & evidence

ORD record
ord-ca0b86ca7307409a9941c87e0e6accfd
Source dataset
uspto-grants-2003_06
Patent number
US06583157B2

Reaction notes

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