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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032614Generated: November 2, 2026

Dimethylformamide → HCID 22164530, compound

https://huagongshe.com/reaction/1032614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 14998279HCID 14998279—
ReactantN'-(3-Hydroxyphenyl)-N-methoxy-N-methylureaHCID 15565623—
SolventWaterHCID 962—
ProductHCID 22164530HCID 2216453093.3%

Reaction Steps

2.0 g of 1-(3-hydroxyphenyl)-3-methoxy-3-methylurea was dissolved into 20 ml of dried N,N-dimethylformamide, and 0.4 g of 60% sodium hydride was added thereto. After the mixture was stirred for 30 minutes, 3.3 g of 2-(2,3-dihydro-2-methyl-5-benzofuranyl)ethyl-p-toluene sulfonate was added dropwise thereto under cooling with ice. After the mixture was stirred at room temperature for 5 hours, it was poured into water and extracted with ethyl acetate. After the organic layer was washed with water, it was dried over anhydrous magnesium sulfate and ethyl acetate was distilled off. The residue was subjected to silica gel column chromatography using ethyl acetate/n-hexane (1/2) as a developer to obtain 3.3 g of Compound No. 49 shown in Table 3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959092
Source datasetuspto-grants-1990_09
ORD IDord-2fbf0e0c5a874b7eb27cef7b4c8e6db1
Source noteuspto-grants-1990_09