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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258568Generated: November 2, 2026

1-Pentanethiol → HCID 86653124, compound

https://huagongshe.com/reaction/1258568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PentanethiolHCID 8067—
ReactantCesium carbonateHCID 10796—
Reactantsodium thiosulfate NaHCO3HCID 22607107—
ReactantN-[(6-bromopyridin-2-yl)methoxy]-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimineHCID 86653112—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 86653124HCID 8665312418.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of N-[(6-bromopyridin-2-yl)methoxy]-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (0.3 g, 0.80 mmol, 1 eq.) in 2 ml of NMP were added 1-pentanethiol (0.084 g, 0.80 mmol, 1 eq.), Cs2CO3 (0.262 g, 0.80 mmol, 1 eq.). The reaction was microwaved (30 sec prestirring, abs-normal, fixed-hold) 120° C. for 60 s. Then a mixture water/EtOAc (1/1) was added and the aqueous layer was separated and extracted with EtOAc. The organics were combined, dried over MgSO4 and concentrated. The residue was purified by chromatography on silica gel to give 1-(1-methyl-1H-tetrazol-5-yl)-N-{[6-(pentylsulfanyl)pyridin-2-yl]methoxy}-1-phenylmethanimine (0.058 g, 17% yield) as a viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466176B2
Source datasetuspto-grants-2013_06
ORD IDord-d38a4f9c34404545bb939b005f1abd41
Source noteuspto-grants-2013_06