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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501787Generated: October 29, 2026

Hydrochloric Acid → HCID 178422984, compound

https://huagongshe.com/reaction/501787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
ReactantN,2-dihydroxy-4-methylbenzamideHCID 23021540—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178422984HCID 17842298489.7%

Reaction Steps

44.0 g of N,2-dihydroxy-4-methylbenzamide was suspended in 880 mL of tetrahydrofuran, to which 147 mL of triethylamine was added dropwise at room temperature and then 28.7 mL of thionyl chloride was added dropwise at 5 to 10° C. successively, and this mixture was stirred for one hour at room temperature. The reaction mixture was added to water, and adjusted to pH 1 with 12M hydrochloric acid, and then resultant precipitate was filtered out thereof. The resultant solid was washed with water to yield 35.2 g of 6-methyl-1,2-benzisoxazol-3-ol as light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772285B2
Source datasetuspto-grants-2010_08
ORD IDord-0dbf453ba57d4c57bee8b19a1d6b81b0
Source noteuspto-grants-2010_08