Water → HCID 13047562, compound

HRID 263039Notes

Reaction equation

HRID 263039 reaction equation
C1(N=C=O)C=CC=CC=1.[Cl:10][C:11]1[C:19]([O:20][CH3:21])=[C:18]([Cl:22])[C:17]([O:23][CH3:24])=[C:13]([CH:14]=[N:15]O)[C:12]=1[OH:25].O>O1CCCC1>[Cl:22][C:18]1[C:19]([O:20][CH3:21])=[C:11]([Cl:10])[C:12]2[O:25][N:15]=[CH:14][C:13]=2[C:17]=1[O:23][CH3:24]

Participants

5

Reactant 3

HCID 962WaterHCID 7672Phenyl isocyanateHCID 136460024HCID 136460024, compound

Product 1

HCID 13047562HCID 13047562, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenylisocyanate (1.19 g) is added slowly to a solution of 2.66 g of 3,5-dichloro-4,6,-dimethoxysalicylaldoxime in 20 ml of tetrahydrofuran. The clear solution is allowed to stand at room temperature for 16 hours. It is poured into 250 ml of water and the resulting precipitate is filtered, washed with water, and recrystallized from ethanol to give 1.4 g (56.5%) of 5,7-dichloro-4,6-dimethoxy-1,2-benzisoxazole, m.p. 138°-140° C.

Workup

  1. filtrationthe resulting precipitate is filtered
  2. washwashed with water
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d2999f35320a4d159a6dae59e2e481c3
Source dataset
uspto-grants-1979_05
Patent number
US04156005

Reaction notes

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