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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260467Generated: October 30, 2026

Triethylamine → N-Methoxy-N-methyl-5-chloro-3-phenylthioindole-2-carboxamide

https://huagongshe.com/reaction/260467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 178526153HCID 178526153—
SolventDimethylformamideHCID 6228—
ProductN-Methoxy-N-methyl-5-chloro-3-phenylthioindole-2-carboxamideHCID 86749576—

Reaction Steps

The title compound was prepared from 5-chloro-3-phenylthioindole-2-carboxylic acid (1.0 g, 3.30 mmol)) N,O-dimethylhydroxylamine hydrochloride (0.64 g, 6.6 mmol), triethylamine (1.0 mL, 7 mmol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorphosphate (1.64 g, 3.6 mmol) in dimethylformamide according to the general procedure described in Example 1 for the preparation of N-(3-pyridylmethyl)-5-chloro-3-phenylthio-2-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05527819
Source datasetuspto-grants-1996_06
ORD IDord-93bdeeb84edc4e0fafb32025608889b1
Source noteuspto-grants-1996_06