Pyridinium chloride → HCID 135589651, compound

HRID 652908Notes

Reaction equation

HRID 652908 reaction equation
[Cl:1][C:2]1[C:3]([O:19]C)=[C:4]([Cl:18])[C:5]2[O:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[C:6]=2[CH:17]=1.Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[C:3]([OH:19])=[C:4]([Cl:18])[C:5]2[O:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[C:6]=2[CH:17]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 13015747HCID 13015747, compound

Product 1

HCID 135589651HCID 135589651, compound

Conditions

Temperature
200 °C

Procedure

10 g of 5,7-dichloro-3-(2-fluorophenyl)-6-methoxy-1,2-benzisoxazole is combined with 100 g pyridine hydrochloride and heated at 200° C. for 0.5 hours. The hot melt is quickly poured into stirred ice water and a resultant precipitate is filtered and dried for 48 hours in vacuo (64° C.). The solid is recrystallized from toluene affording 5,7-dichloro-3-(2-fluorophenyl)-6-hydroxy-1,2-benzisoxazole, mp 194°-196° C.

Workup

  1. additionThe hot melt is quickly poured
  2. filtrationa resultant precipitate is filtered
  3. customdried for 48 hours in vacuo (64° C.)
  4. customThe solid is recrystallized from toluene

Sources & evidence

ORD record
ord-584b31e1ecd9456f99cbf37bca969158
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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