Benzoxazole → Chlorine

HRID 650692Notes

Reaction equation

HRID 650692 reaction equation
O1C2C=CC=CC=2N=C1.O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3].[Cl:28][Cl:29].[Cl:30][C:31]1[O:32][C:33]2[CH:39]=[CH:38][CH:37]=[CH:36][C:34]=2[N:35]=1>>[Cl:28][Cl:29].[Cl:30][C:31]1[O:32][C:33]2[CH:39]=[C:38]([Cl:28])[CH:37]=[CH:36][C:34]=2[N:35]=1

Participants

6

Reactant 4

HCID 9228BenzoxazoleHCID 119862-ChlorobenzoxazoleHCID 24526Chlorine2×HCID 71586775Bentonite

Product 2

HCID 24526ChlorineHCID 771752,6-Dichlorobenzoxazole

Procedure

Using the method of Example 1, 11.9 g (0.1 mol) of benzoxazole were reacted, with addition of 0.5 g of montmorillonite KSF, with chlorine gas at 100° C. After addition of 1.1 times the molar amount of chlorine gas, GC showed complete conversion into 2-chlorobenzoxazole. Further introduction of chlorine gas (an additional 1.0 times the molar amount) at 120-125° C. resulted in 80.6% conversion into 2,6-dichlorobenzoxazole.

Sources & evidence

ORD record
ord-04ed0d6f48e046d6bf7b7f15310cfb04
Source dataset
uspto-grants-2001_08
Patent number
US06274739B1

Reaction notes

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