Dicyclohexylcarbodiimide → HCID 67735793, compound

HRID 439710Notes

Reaction equation

HRID 439710 reaction equation
[CH:1]([C:4]1([CH3:24])[C:8](=[O:9])[NH:7][C:6]([C:10]2[C:18]3[N:17]=[C:16]([CH3:19])[N:15]([CH3:20])[C:14]=3[CH:13]=[CH:12][C:11]=2[C:21]([OH:23])=O)=[N:5]1)([CH3:3])[CH3:2].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[CH:1]([C:4]1([CH3:24])[C:8](=[O:9])[N:7]2[C:21](=[O:23])[C:11]3[CH:12]=[CH:13][C:14]4[N:15]([CH3:20])[C:16]([CH3:19])=[N:17][C:18]=4[C:10]=3[C:6]2=[N:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 22402964HCID 22402964, compound

Product 1

HCID 67735793HCID 67735793, compoundYield 23.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-1,2-dimethyl-5-benzimidazolecarboxylic acid (0,942 g, 2.87 mmol), dicyclohexylcarbodiimide (0,590 g, 2.87 mmol) and tetrahydrofuran is stirred for 3 hours at reflux temperature, cooled and concentrated in vacuo. The residue is chromatographed (silica gel, ethyl acetate eluent) to afford the title product as a white powder (0.210 g, 23.6%), mp 258°-263° C.

Workup

  1. temperatureat reflux temperature
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. customThe residue is chromatographed (silica gel, ethyl acetate eluent)

Sources & evidence

ORD record
ord-0b24d852ea0542f793ead136accd2ec1
Source dataset
uspto-grants-1996_05
Patent number
US05516751

Reaction notes

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