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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249826Generated: October 31, 2026

Phosphorus oxychloride → Methyl 2,6-dichlorobenzoxazole-4-carboxylate

https://huagongshe.com/reaction/249826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantMethyl 6-chloro-2-thioxo-2,3-dihydrobenzoxazole-4-carboxylateHCID 58085840—
ProductMethyl 2,6-dichlorobenzoxazole-4-carboxylateHCID 5808587799.1%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of the product from Step A (2.00 g, 8.20 mmol), POCl3 (1.26 g, 8.21 mmol), and PCl5 (1.71 g, 8.21 mmol) was heated to 125° C. for 2.5 hours. The reaction mixture was dried under high vacuum for 24 hours to afford methyl 2,6-dichlorobenzoxazole-4-carboxylate (2.00 g, 99%) as a brown solid: 1H NMR (300 MHz, CDCl3) δ 8.04 (d, J=2.0 Hz, 1H), 7.72 (d, J=2.0 Hz, 1H), 4.04 (s, 3H); MS (ESI+) m/z 247 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863271B2
Source datasetuspto-grants-2011_01
ORD IDord-2485c042f8754c1c994b4a527a39b4c2
Source noteuspto-grants-2011_01