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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474429Generated: October 29, 2026

Methanol → HCID 131732766, compound

https://huagongshe.com/reaction/1474429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium DithioniteHCID 24489—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 131732765HCID 131732765—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131732766HCID 131732766—

Reaction Steps

Di-t-butyl (4-cyano-2-methyl-6-nitrophenyl)imidodicarbonate obtained in Step 1 (3.77 g, 10 mmol) was dissolved in THF (0.2 M, 50 mL), and a solution prepared by dissolving sodium hydrosulfite (15.7 g, 9 eq, 90 mmol) and sodium bicarbonate (7.56 g, 90 mmol) in H2O (0.1 M, 100 mL) was added thereto. Subsequently, MeOH (17 mL) was added to the mixture, which was then stirred at room temperature for 1 hour. Upon completion of the reaction, THF and MeOH were removed under reduced pressure, and the residue was added with brine and extracted with ethyl acetate. The organic layer thus obtained was dried over MgSO4 and concentrated under reduced pressure. Then, the residue was purified by silica gel column chromatography (EA:Hex=1:2) to obtain the title compound in a white solid (2.90 g, yield: 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018233B2
Source datasetuspto-grants-2015_04
ORD IDord-6196e78a8e524f0192fae99cad5c0177
Source noteuspto-grants-2015_04