Water → 2-(4,6-Dimethoxypirimidin-2-yl)oxybenzohydrazide

HRID 846017

Reaction equation

HRID 846017 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14](O)=[O:15])[N:4]=1.O.[NH2:22][NH2:23].O>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([NH:22][NH2:23])=[O:15])[N:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 1841852-((4,6-Dimethoxypyrimidin-2-yl)oxy)benzoic acid

Product 1

HCID 679048532-(4,6-Dimethoxypirimidin-2-yl)oxybenzohydrazide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.10 Gram of 2-(4,6-dimethoxypirimidin-2-yl)oxybenzoic acid was dissolved in 10 ml of tetrahydofuran, and 0.77 g of N,N'-carbonyldimidazole was added. After stirring at room temperature for 20 minutes, the reaction solution was cooled to 0° to 5° C. 0.72 Gram of hydrazine monohydrate was added with keeping this temperature. After stirring at 0° to 5° C. for 30 minutes, the reaction solution was pourd into water, and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution twice and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was washed with diethylether to obtain 0.95 g of 2-(4,6-dimethoxypirimidin-2-yl)oxybenzohydrazide [present compound (1)].

Workup

  1. temperaturethe reaction solution was cooled to 0° to 5° C
  2. stirringAfter stirring at 0° to 5° C. for 30 minutes
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated sodium chloride solution twice
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. washThe residue was washed with diethylether

Sources & evidence

ORD record
ord-f116f470197a4122b40f02643b19c479
Source dataset
uspto-grants-1992_08
Patent number
US05135563

Linked notes

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