Sodium hydride → 1-[3-(Trifluoromethyl)phenyl]-2-imidazolidinone

HRID 572437Notes

Reaction equation

HRID 572437 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)=[O:6].[H-].[Na+]>C1COCC1>[F:15][C:14]([F:17])([F:16])[C:10]1[CH:9]=[C:8]([N:7]2[CH2:2][CH2:3][NH:4][C:5]2=[O:6])[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 276667N-(2-chloroethyl)-N'-[3-(trifluoromethyl)phenyl]urea

Product 1

HCID 14781091-[3-(Trifluoromethyl)phenyl]-2-imidazolidinoneYield 104.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(2-chloro-ethyl)-3-(3-trifluoromethyl-phenyl)-urea (I-36a: 3.2 g, 12.02 mmol) was reacted with sodium hydride (870 mg, 18.03 mmol) in dry THF (35 mL to give 2.9 g of product (95%)

Workup

  1. customreagents and reaction conditions

Sources & evidence

ORD record
ord-d404253de3934b6894402e1fd570525c
Source dataset
uspto-grants-2015_05
Patent number
US09029399B2

Reaction notes

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