1,1'-Carbonyldiimidazole → HCID 591881, compound

HRID 2235813Notes

Reaction equation

HRID 2235813 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].[C:10](N1C=CN=C1)(N1C=CN=C1)=[O:11]>C1COCC1>[OH:8][C:7]1[C:2]2[NH:1][C:10](=[O:11])[O:9][C:3]=2[CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 694512-Aminoresorcinol

Product 1

HCID 591881HCID 591881, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-amino-benzene-1,3-diol (K-68, 2.03 g, 16.2 mmole) and 1,1′-carbonyldiimidazole (2.63 g, 16.2 mmole) in THF (200 ml) was refluxed over night. After removal of THF under vacuum, residue was dissolved in ethyl acetate and washed with diluted HCl aq., water, brine and dried over sodium sulfate. After removal of solvent, solid was washed with ether to give 1.9 g of compound K-72. 1H-NMR (500 MHz, DMSO-d6).

Workup

  1. temperaturewas refluxed over night
  2. customAfter removal of THF under vacuum, residue
  3. dissolutionwas dissolved in ethyl acetate
  4. washwashed with diluted HCl aq., water, brine
  5. dry with materialdried over sodium sulfate
  6. customAfter removal of solvent, solid
  7. washwas washed with ether

Sources & evidence

ORD record
ord-3e6bb9b76d594b1da18356d39b3bcc34
Source dataset
uspto-grants-2010_05
Patent number
US07714017B2

Reaction notes

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