Oxalic Acid → HCID 49857754, compound

HRID 705511Notes

Reaction equation

HRID 705511 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[N:12]=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=[CH:9]3)[CH:5]=[CH:4][N:3]=[CH:2]1.[C:22]([OH:27])(=[O:26])[C:23]([OH:25])=[O:24]>CCO>[C:22]([OH:27])(=[O:26])[C:23]([OH:25])=[O:24].[N:1]1([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[N:12]=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=[CH:9]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 248987326-(1H-Imidazol-1-yl)-2-phenylquinazoline

Product 1

HCID 49857754HCID 49857754, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-(1H-Imidazol-1-yl)-2-phenylquinazoline, 275 mg (1 mmol), is dissolved in EtOH (15 mL) at reflux, 90 mg (1 mmol) of oxalic acid are added, the mixture is stirred for 30 min. and is then allowed to cool to room temperature and is left to stand for 3 days while allowing the solution to evaporate slowly, and the resulting material is filtered and dried at 30° C., 20 mmHg, for 8 hours. 180 mg of product are obtained, XRPD: Form A. TGA: no weight loss up to 230° C. H-NMR (d6-DMSO) δ: 9.73 (s, 1H), 8.60-8.58 (m, 2H), 8.48 (d, 1H), 8.43 (d, 1H), 8.24 (d, 1H), 8.00 (s, 1H), 7.60-7.58 (m, 3H), 7.24 (s, 1H).

Workup

  1. temperatureat reflux
  2. waitis left
  3. waitto stand for 3 days
  4. customto evaporate slowly
  5. filtrationthe resulting material is filtered
  6. customdried at 30° C.
  7. wait20 mmHg, for 8 hours

Sources & evidence

ORD record
ord-f5f1e0749968424e86f5c071b1b16579
Source dataset
uspto-grants-2015_11
Patent number
US09174966B2

Reaction notes

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