Water → HCID 86752432, compound

HRID 1599428Notes

Reaction equation

HRID 1599428 reaction equation
[CH:1]([C:3]1[N:4]=[C:5]2[C:14](=[O:15])[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:11]=3)[N:6]2[C:20]=1[CH2:21][C:22]1[NH:23][CH:24]=[CH:25][N:26]=1)=O.[Cl-].[OH:28][NH3+:29].C([O-])(=O)C.[Na+].O>CO>[OH:28][N:29]=[CH:1][C:3]1[N:4]=[C:5]2[C:14](=[O:15])[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[C:10]([C:16]([F:17])([F:18])[F:19])[CH:11]=3)[N:6]2[C:20]=1[CH2:21][C:22]1[NH:26][CH:25]=[CH:24][N:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 21645Hydroxylamine HClHCID 517045Sodium AcetateHCID 17877359HCID 17877359, compound

Product 1

HCID 86752432HCID 86752432, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
70 °C

Procedure

To a solution of 2-formyl-1-(1-imidazolylmethyl)-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-one (250 mg, 0.69 mmol) in methanol (10 ml) was added a mixture of hydroxylammonium chloride (65 mg, 0.95 mmol) and sodiumacetate (150 mg, 1.10 mmol) in methanol (10 ml). The reaction mixture was heated at 70° C. for 1.5 h, followed by addition of water (10 ml). The precipitate was filtered off and washed with water. Recrystalization from isopropanol/petroleum ether gave 150 mg (58%) of the title compound. M.p. 227.5°-228° C.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with water
  3. customRecrystalization from isopropanol/petroleum ether

Sources & evidence

ORD record
ord-29c61624a1244144890b5f4a3dc1390a
Source dataset
uspto-grants-1998_04
Patent number
US05741785

Reaction notes

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