Triethylamine → 2-Chloro-5-phenyloxazole

HRID 2113547Notes

Reaction equation

C(N(CC)CC)C.[C:8]1([C:14]2[O:18][C:17](=S)[NH:16][CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:17]1[O:18][C:14]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:15][N:16]=1

Participants

Reactant 3

HCID 8471Triethylamine

HCID 24813Phosphorus oxychloride

HCID 122308765-phenyl-1,3-oxazole-2-thiol

Product 1

HCID 109976262-Chloro-5-phenyloxazole

Conditions

Temperature: 0 °C

Procedure

0.29 g (2.8 mmol) of triethylamine is added to a mixture of 0.5 g (2.8 mmol) of 5-phenyl-3H-oxazole-2-thione (FR 1,450,443) and 2.3 mL of phosphoryl chloride cooled to 0° C. The mixture is heated to 120° C. for 3 hours.

Workup

temperatureThe mixture is heated to 120° C. for 3 hours

Sources & evidence

ORD record: ord-13347d6c70a74cdeb138e9255fde5491
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07432269B2

Reaction notes

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