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4-(Bromomethyl)quinolin-2(1H)-one | CAS 4876-10-2

A quinolinone bearing a reactive bromomethyl side chain for published rebamipide routes, where distinguishing side-chain substitution from additional ring bromination helps define meaningful intermediate quality requirements.

CAS4876-10-2
Molecular formulaC10H8BrNO
Molecular weight238.08 g/mol

Product overview

The 4-bromomethyl group provides a side-chain connection while the fused 2-quinolinone lactam remains intact. This intermediate, also known as bromomethylcarbostyril, is used in published rebamipide routes to build the subsequent carbon skeleton. Locating bromine on CH2 at position 4 is essential: a ring-brominated quinolinone has different connectivity. Extra ring bromination is also relevant to quality because such analogues can participate in subsequent chemistry and carry into downstream impurities. A purchasing specification should therefore combine structural identification, separation of relevant brominated species and a quantitative assay. State how water and residual solvents enter the calculation when the material is charged on a molar basis.

Chemical identity

Chemical name
4-(Bromomethyl)quinolin-2(1H)-one
CAS number
4876-10-2
Molecular formula
C10H8BrNO
Molecular weight
238.08 g/mol

Application context

Rebamipide routes use the bromomethyl group to connect the quinolinone nucleus to an amino-acid precursor. The material contributes a preformed bicyclic lactam and a one-carbon side-chain connection. Additional ring-brominated analogues can carry through this chemistry into related downstream products. Review their relevance to the selected route and require appropriate chromatographic separation, alongside structural identity and a quantitative assay for the charge calculation.

Chemistry and synthetic role

A benzylic bromomethyl group and a lactam coexist in the same fused heterocycle. The side chain is the electrophilic connection used in reported routes; the lactam remains part of the target framework. Additional ring bromination is a different chemical change.

Quality review

Confirm the bromomethyl structure

Request identity evidence that locates CH2Br at position 4. An aromatic bromine substituent alone would not provide the same side-chain building block.

Investigate ring-brominated species

Ask whether the release method separates extra ring-brominated material discussed in rebamipide process patents. Agree limits according to downstream carry-through risk.

Separate assay from usable charge

Specify whether the result is chromatographic area or calibrated content and how water or solvents are treated. This matters when the intermediate is charged stoichiometrically.

Preparing a specification

State the 4-bromomethyl-2-quinolinone identity, assay method and limits for route-relevant brominated related substances. Define the reporting basis and any water or solvent correction required by the receiving process.

Packaging and storage

Confirm packaging format, net weight and transport arrangements for the selected grade, order quantity and destination. Request the applicable SDS and label to establish storage and handling conditions.

Documentation

Request structural spectra and a chromatogram showing relevant brominated species. Confirm availability of the selected grade specification, batch COA and SDS; discuss impurity assignment evidence if the downstream route is sensitive to carry-through.

Procurement questions

Is ring-brominated quinolinone an equivalent?

No. This material requires the 4-CH2Br group; placing bromine on the ring gives a different building block.

Why focus on extra bromination?

Published rebamipide routes show that a ring-brominated analogue can persist through subsequent chemistry.

How should usable content be expressed for reaction charging?

Specify a calibrated assay and its reporting basis, including any water and solvent corrections used to calculate the amount of bromomethyl intermediate.

Technical sources
  1. 4-(Bromomethyl)-2-quinolinone B3345Tokyo Chemical Industry
  2. Preparation of 4-bromomethyl quinolinoneCN115073371A / Google Patents
  3. Process for preparing rebamipideUS7718805B2 / Google Patents

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