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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390051Generated: November 3, 2026

Methyl iodide → 5-(Hydroxymethyl)-3-(methylamino)-2-phenoxybenzene-1-sulfonamide

https://huagongshe.com/reaction/1390051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHexamethylphosphoramideHCID 12679—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Amino-5-(hydroxymethyl)-2-phenoxybenzene-1-sulfonamideHCID 54036191—
SolventWaterHCID 962—
Product5-(Hydroxymethyl)-3-(methylamino)-2-phenoxybenzene-1-sulfonamideHCID 54137754—

Reaction Steps

A mixture of 3-amino-4-phenoxy-5-sulfamylbenzyl alcohol (8.8 g; prepared as described in Example 2), methyl iodide (2.1 ml), sodium hydrogen carbonate (5.0 g) and hexamethylphosphoric triamide (45 ml) is stirred at 22°-25° C. for 18 hours. The mixture is then diluted with water (about 500 ml) to precipitate crude 3-methylamino-4-phenoxy-5-sulfamylbenzyl alcohol. After recrystallization from aqueous ethanol it is obtained with a melting point of 167°-168° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04247550
Source datasetuspto-grants-1981_01
ORD IDord-9add2441c273498b839e5427928bcbf6
Source noteuspto-grants-1981_01