Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479844Generated: October 30, 2026

Iodoethane → Methyl 1-[ethyl-(4-fluorophenyl)sulfonyl-amino]cyclopropanecarboxylate

https://huagongshe.com/reaction/1479844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 1-(4-fluorophenylsulfonamido)cyclopropanecarboxylateHCID 90384177—
SolventDimethylformamideHCID 6228—
ProductMethyl 1-[ethyl-(4-fluorophenyl)sulfonyl-amino]cyclopropanecarboxylateHCID 9038414698%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 13A (1 g, 3.67 mmol) in DMF (15 mL) was added with an. K2CO3 (1.5 mol eq, 0.76 g) and, after few minutes, 2-iodoethane (1.2 mol eq, 0.45 ml) was added and the mixture was heated at 50° C. for 12 h. The solvent was removed under reduced pressure, water was added to the residue (60 mL) and the aqueous phase was extracted with EtOAc (3×30 mL). The combined organic phases were dried over Na2SO4 and evaporated under reduced pressure to afford 14A as a pale yellow oil (1.1 g, 98% yield). 1HNMR (DMSO, 200 MHz) δ 1.095 (t, 3H, J=8), 4.43 (bs, 4H), 2.88 (s, 3H), 3.32 (m, 2H), 7.42 (t, 2H, J=8.2), 7.87 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-c452593aa1884ca0936fb30df7cf7dc1
Source noteuspto-grants-2016_08