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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23736Generated: October 25, 2026

1-Iodopentane → N-benzyl-N'-[3,5-bis(trifluoromethyl)benzoyl]-N-({4-[(pentyloxy)methyl]cyclohexyl}methyl)sulfamide

https://huagongshe.com/reaction/23736

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IodopentaneHCID 12335—
Reactant2,6-Di-tert-butylpyridineHCID 68510—
ReactantN-benzyl-N'-[3,5-bis(trifluoromethyl)benzoyl]-N-{[4-(hydroxymethyl)cyclohexyl]methyl}sulfamideHCID 22574483—
CatalystSilver(I) trifluoromethanesulfonateHCID 76223—
SolventDichloromethaneHCID 6344—
ProductN-benzyl-N'-[3,5-bis(trifluoromethyl)benzoyl]-N-({4-[(pentyloxy)methyl]cyclohexyl}methyl)sulfamideHCID 2257447873.9%

Reaction Steps

Intermediate (4) (27.6 mg, 50 μmole, 1.0 eq) was dissolved in dichloromethane (250 μL), after which 2,6-di-t-butyl pyridine (36 μL, 160 μmole, 3.2 eq), silver triflate (38.5 mg, 150 μmole, 3.0 eq) and iodopentane (23 μL, 175 μmole, 3.5 eq) were added. After 45 minutes the reaction mixture was directly purified to give 23 mg of the title compound. 1H NMR (500 MHz, DMSO-d6): δ 8.45 (s, 2H), 8.15 (s, 1H), 7.36 (d, 2H), 7.24 (t, 2H), 7.17 (t, 1H), 4.39 (s, 2H), 3.30 (water), 3.23 (t, 2H), 3.01 (d, 2H), 2.92 (d, 2H), 2.48 (DMSO), 1.61 (m, 2H), 1.54 (m, 2H), 1.41 (m, 2H), 1.34-1.19 (m, 6H), 0.82 (t, 3H), 0.62 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852738B2
Source datasetuspto-grants-2005_02
ORD IDord-a8255898e3c043f2be177310735149d0
Source noteuspto-grants-2005_02