Dicyclohexylcarbodiimide → HCID 15676674, compound

HRID 483625Notes

Reaction equation

HRID 483625 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[N:8][C:9]([C:15]2[NH:16][C:17](=[O:24])[C:18]([CH:21]([CH3:23])[CH3:22])([CH3:20])[N:19]=2)=[C:10]([CH:14]=1)[C:11](O)=[O:12].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:14]=[C:10]2[C:11](=[O:12])[N:16]3[C:17](=[O:24])[C:18]([CH:21]([CH3:22])[CH3:23])([CH3:20])[N:19]=[C:15]3[C:9]2=[N:8][CH:7]=1

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 15672410HCID 15672410, compound

Product 1

HCID 15676674HCID 15676674, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-(1,3-dioxolan-2-yl)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid (1.0 g, 0.003 mol) and dicyclohexylcarbodiimide (0.65 g, 0.003 mol) in tetrahydrofuran (5 mL) is stirred at reflux temperature for 1.5 hours. After cooling, the reaction mixture is filtered. The filtrate is concentrated in vacuo to afford the title compound (0.68 g, 72%) as a pale yellow solid, mp 102°-104° C., identified by IR and NMR spectral analyses.

Workup

  1. temperatureat reflux temperature for 1.5 hours
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture is filtered
  4. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-6e26efc513ad4a568f6cc5a3af42c772
Source dataset
uspto-grants-1993_07
Patent number
US05225564

Reaction notes

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