Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065040Generated: October 30, 2026

Nitrogen → Methanesulfonic acid 4-(2-methyl-[1,3]dioxolan-2-yl)thiazol-2-ylmethyl ester

https://huagongshe.com/reaction/2065040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 66819916HCID 66819916—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethanesulfonic acid 4-(2-methyl-[1,3]dioxolan-2-yl)thiazol-2-ylmethyl esterHCID 86650891—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [4-(2-methyl-[1,3]dioxolan-2-yl)-thiazol-2-yl]-methanol (925 mg, 4.60 mmol) in dry CH2Cl2 (20 mL) was treated at 0° C. with Et3N (0.83 mL, 5.94 mmol) followed by DMAP (57 mg, 0.46 mmol) and Ms-Cl (0.46 mL, 5.80 mmol). After stirring at 0° C. for 1 h, the reaction was quenched with water (10 mL). The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (1:2 hept-EA) gave the title compound as a yellow oil. LC-MS-conditions 01: tR=0.73 min, [M+H]+=280.19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288419B2
Source datasetuspto-grants-2012_10
ORD IDord-6f8839affc934862b55be3baa8de3312
Source noteuspto-grants-2012_10