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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658143Generated: October 30, 2026

Formic Acid → 1,1-Dimethylethyl N-[(phenylsulfonyl)-3-pyridinylmethyl]carbamate

https://huagongshe.com/reaction/658143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant3-PyridinecarboxaldehydeHCID 10371—
Reactanttert-Butyl carbamateHCID 77922—
ReactantBenzenesulfinic acid, sodium saltHCID 2723840—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product1,1-Dimethylethyl N-[(phenylsulfonyl)-3-pyridinylmethyl]carbamateHCID 57435234—

Reaction Steps

Pyridine-3-carbaldehyde (5.36 g, 50 mmol), tert-butyl carbamate (11.7 g, 100 mmol, 2 equivalents), sodiumphenylsulfinate (20.36 g, 124 mmol, 2.48 equivalents), formic acid (1.89 ml, 2.30 g, 1 equivalent), methanol (55 ml) and water (111 ml) are mixed and vigorously stirred at room temperature for 3 d. The product precipitates in the form of colorless crystals which are collected by filtration, washed with water and a little MTBE and dried in vacuo. Yield: 4.10 g (24% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076285B2
Source datasetuspto-grants-2011_12
ORD IDord-11b4b1116ee34b45bf3e7fcf5e2e9cfb
Source noteuspto-grants-2011_12