Sodium hydride → HCID 178510934, compound

HRID 1278473Notes

Reaction equation

HRID 1278473 reaction equation
[C:1]1([CH:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Cl.Cl[CH2:24][C:25]1[N:26]=[CH:27][NH:28][CH:29]=1>CN(C)C=O>[NH:28]1[CH:29]=[C:25]([CH2:24][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:17])([F:18])[F:19])=[CH:12][CH:11]=2)[C:8]#[N:9])[N:26]=[CH:27]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 234515472-Phenyl-2-(4-trifluoromethylphenyl)acetonitrileHCID 178478565HCID 178478565, compound

Product 1

HCID 178510934HCID 178510934, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A 3.84 g. portion of 2-phenyl-2-(4-trifluoromethylphenyl)acetonitrile was reacted with 1.42 g. of 50% sodium hydride and 2.25 g. of 4-chloromethylimidazole hydrochloride in 50 ml. of dimethylformamide, as described in Example 1. The mixture was stirred for 2 hours at 60° C., and for 20 hours at ambient temperature. The reaction mixture was then worked up as described in Example 1 to obtain 3.6 g. of the desired product as the free base, a sample of which was analyzed as follows.

Workup

  1. waitfor 20 hours at ambient temperature
  2. customto obtain 3.6 g

Sources & evidence

ORD record
ord-9790b7df020e4ed9aee7871ee9ba58bc
Source dataset
uspto-grants-1981_07
Patent number
US04281141

Reaction notes

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