Sodium Carbonate → HCID 86733201, compound

HRID 1604979Notes

Reaction equation

HRID 1604979 reaction equation
[CH3:1][O:2][C:3]1[CH:14]=[CH:13][C:6]2[C:7]([CH2:10][C:11]#[N:12])=[N:8][O:9][C:5]=2[CH:4]=1.[ClH:15].[NH2:16][OH:17].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[ClH:15].[CH3:1][O:2][C:3]1[CH:14]=[CH:13][C:6]2[C:7]([CH2:10][C:11](=[N:16][OH:17])[NH2:12])=[N:8][O:9][C:5]=2[CH:4]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 12279034HCID 12279034, compound

Product 1

HCID 86733201HCID 86733201, compoundYield 58.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In ethanol (30 ml) was dissolved 6-methoxy-1,2-benzisoxazole-3-acetonitrile (1 g) and thereto was added a solution of hydroxylamine hydrochloride (0.7 g) and sodium carbonate (0.8 g) in water (5 ml) under stirring. After stirring for 4 hours, the mixture was allowed to stand at room temperature overnight. The precipitated crystallines were separated by filtration and added to ethanol containing 20 % of hydrochloric acid. The mixture was stirred for 2 hours and thereto was added ether. The precipitated crystallines were separated by filtration and recrystallized from ethanol-ether to give the desired compound (0.8 g). m.p. 185° to 187°C.

Workup

  1. stirringAfter stirring for 4 hours
  2. customThe precipitated crystallines were separated by filtration
  3. additionadded to ethanol containing 20 % of hydrochloric acid
  4. stirringThe mixture was stirred for 2 hours
  5. additionwas added ether
  6. customThe precipitated crystallines were separated by filtration
  7. customrecrystallized from ethanol-ether

Sources & evidence

ORD record
ord-9114a0235b8b43dfbbf68a24ee348bef
Source dataset
uspto-grants-1976_04
Patent number
US03948928

Reaction notes

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