Sodium hydride → HCID 18511562, compound

HRID 1370503Notes

Reaction equation

HRID 1370503 reaction equation
[N: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)[CH: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[CH:2]=[N: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 15406514HCID 15406514, compound

Product 1

HCID 18511562HCID 18511562, compound

Procedure

3-(2,6-Dichloro-4-nitro-benzyl)-quinoline was synthesized (71%) from quinolin-3-yl-acetonitrile (228, 1.41 g, 8.4 mmol), 3,4,5-trichloronitrobenzene (Acros, 1.90 g, 8.4 mmol) and NaH (Aldrich, 740 mg, 60%, 18.5 mmol) in a similar manner in two steps as described in Example 222.

Sources & evidence

ORD record
ord-d8540cc14e254000a873543ff0126cfa
Source dataset
uspto-grants-2003_06
Patent number
US06583157B2

Reaction notes

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