Dicyclohexylcarbodiimide → HCID 15676674, compound

HRID 1974469Notes

Reaction equation

HRID 1974469 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-5dda7855e22649dabd8a481725d3f34e
Source dataset
uspto-grants-1994_02
Patent number
US05283230

Reaction notes

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