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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437781Generated: October 30, 2026

Methyl iodide → 5-Methylthiopyrano[3,2-b]indol-4(5H)-one

https://huagongshe.com/reaction/437781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantThiopyrano[3,2-b]indol-4(5H)-oneHCID 20326608—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
Product5-Methylthiopyrano[3,2-b]indol-4(5H)-oneHCID 20326611—

Reaction Steps

Sodium hydride (2.3 g of 50% suspension in mineral oil, 0.05 mole) is washed with hexane and suspended in 25 ml of dimethylformamide (DMF). Thiopyrano [3,2-b]indol-4(5H)-one, 10.0 g (0.05 mole) in 130 ml of DMF is added and the mixture stirred for 3 hours. Methyl iodide (14.2 g, 0.1 mole) is added and the mixture stirred for 3 hours and then poured over ice. The white precipitate is filtered, dried and recrystallized from hexane to give 9.3 g of product, mp 113°-114° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04032537
Source datasetuspto-grants-1977_06
ORD IDord-630c046baf5e43b3a726f81d98b399ca
Source noteuspto-grants-1977_06