Ammonia → HCID 15225719, compound

HRID 128999Notes

Reaction equation

HRID 128999 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]([CH3:10])[C:8]3=[N:11][C:12]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[C:13]([CH2:14][C:15]([OH:17])=O)[N:7]3[C:6]=2[CH:24]=1.[NH3:25]>O1CCCC1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]([CH3:10])[C:8]3=[N:11][C:12]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[C:13]([CH2:14][C:15]([NH2:25])=[O:17])[N:7]3[C:6]=2[CH:24]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 15222252HCID 15222252, compound

Product 1

HCID 15225719HCID 15225719, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 1.5 g (0.0047 mol) of 6,9-dimethyl-2-phenyl-9H-imidazo[1,2-a]benzimidazole-3-acetic acid is prepared in 50 ml of dry tetrahydrofuran. 1.22 g (0.0075 mol) of N,N'-carbonyldiimidazole are added thereto and the mixture is stirred for 2 h at 40°-45° C. The solution obtained is then treated with an excess of dry ammonia and stirred for 2 h. The solvent is evaporated under reduced pressure. The residue is washed with water and dried. The product obtained is purified by silica gel column chromatography, eluting with a chloroform/acetone 95/5 mixture and 0.71 g of product is isolated. Melting point: 247°-249° C. (decomposition).

Workup

  1. customThe solution obtained
  2. stirringstirred for 2 h
  3. customThe solvent is evaporated under reduced pressure
  4. washThe residue is washed with water
  5. customdried
  6. customThe product obtained
  7. customis purified by silica gel column chromatography
  8. washeluting with a chloroform/acetone 95/5 mixture

Sources & evidence

ORD record
ord-a34b3ed360b747399548e2260a913b84
Source dataset
uspto-grants-1995_11
Patent number
US05466706

Reaction notes

Loading…