Phosphorus pentachloride → 2,6-Dichlorobenzoxazole

HRID 986675Notes

Reaction equation

HRID 986675 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[Cl:7][C:8]1[CH:17]=[CH:16][C:11]2[NH:12][C:13](=O)[O:14][C:10]=2[CH:9]=1>ClC1C=CC=CC=1Cl>[Cl:2][C:13]1[O:14][C:10]2[CH:9]=[C:8]([Cl:7])[CH:17]=[CH:16][C:11]=2[N:12]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 298586-Chloro-2,3-dihydrobenzoxazol-2-one

Product 1

HCID 771752,6-DichlorobenzoxazoleYield 77.1%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

400 ml of o-diohIorobenzene and 1,040 g (5 moles) of phosphorus pentachloride are heated to 150° to 160° C. Then 169.5 g (1 mole) of 6-chlorobenzoxazolin-2-one, suspended in 600 ml of o-dichlorobenzene, are metered in within 2 hours with heating such that the interior temperature does not drop below 150° C. The addition being complete, stirring is continued for a further 10 minutes. working up analogously to Example 8 results in a yield of 145 g of 2,6-dichlorobenzoxazole, corresponding to 77% of theory. GC purity: 99.7%.

Workup

  1. customare metered in within 2 hours
  2. temperaturewith heating such that the interior temperature
  3. customdoes not drop below 150° C
  4. additionThe addition

Sources & evidence

ORD record
ord-c076ca0940e14c70b307c9ad5ec0dad6
Source dataset
uspto-grants-1987_12
Patent number
US04714766

Reaction notes

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