Phosphorus oxychloride → HCID 59681842, compound

HRID 1394039Notes

Reaction equation

HRID 1394039 reaction equation
O[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][CH:14]=1.O=P(Cl)(Cl)[Cl:23]>C(N(CC)CC)C>[Cl:23][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178503106HCID 178503106, compound2×

Product 1

HCID 59681842HCID 59681842, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of 5-hydroxy-4(4-methylsulfanylphenyl)-3-phenyl isoxazole (Compound prepared in step 1) (0.6 g) and triethyamine (0.43 mL) was added POCl3 (10 mL) under stirring and the reaction mixture was heated to 70° C. for 4 h. Solvents were evaporated and the crude product was chromatographed over silicagel using petroleum ether as eluent to yield 310 mg of product as a pale yellow solid.

Workup

  1. customSolvents were evaporated
  2. customthe crude product was chromatographed over silicagel

Sources & evidence

ORD record
ord-94d7cc04b6fe46b7a6bf62f9a16cf1a7
Source dataset
uspto-grants-2008_03
Patent number
US07348342B2

Reaction notes

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