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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306537Generated: October 31, 2026

Benzene, 1-(chloromethyl)-3,5-dinitro- → HCID 17902132, compound

https://huagongshe.com/reaction/2306537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-(chloromethyl)-3,5-dinitro-HCID 94673—
ReactantSodium BromideHCID 253881—
ReactantPotassiumHCID 5462222—
ReactantHCID 11149656HCID 11149656—
SolventAcetoneHCID 180—
SolventSulfolaneHCID 31347—
ProductHCID 17902132HCID 17902132—

Reaction Conditions

Temperature100 °C

Reaction Steps

3,5-Dinitrobenzyl chloride (22.1g, 102 mmol) and sodium bromide (10.5 g, 102 mmol) were added to 2,3,3-trimethyl-5-sulpho-indole, potassium salt (5.0 g, 20.4 mmol) in sulpholane (25 ml). The reaction mixture was stirred at 100° C. for 5 hours. The solution was then cooled to room temperature and acetone (300 ml) was added to the reaction flask. A brown precipitate was formed which was collected by filtration and then purified by reverse phase HPLC. This gave a beige solid which was dried in vacuo. UV (water/acetonitrile): λmax=283 nm. MS: m/z=420 (C18H18N3O7S=420.4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828116B1
Source datasetuspto-grants-2004_12
ORD IDord-5c2b94a92b4847708caf741dd7894a09
Source noteuspto-grants-2004_12