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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839346Generated: November 1, 2026

Dichloromethane → HCID 23388198, compound

https://huagongshe.com/reaction/1839346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 23388233HCID 23388233—
CatalystHCID 23388045HCID 23388045—
SolventBenzeneHCID 241—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 23388198HCID 2338819878.8%

Reaction Steps

4Nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-(7-methylthioimidazo-[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylate (77 mg) was dissolved in 5 ml of benzene at room temperature. N-bromosuccinimide (33 mg) and 5 mg of 2, 2′-azobis(isobutyronitrile) were added to the solution. The mixture was stirred for 10 min. Dichloromethane (10 ml) and 10 ml of semisaturated brine were added thereto, followed by separation. The organic layer was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane:methanol=20:1) to give 70 mg of 4-nitrobenzyl (1S,5R,6S)-2-(5-bromo-7-methylthioimidazo[5,1-b]thiazol-2-yl)-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677331B2
Source datasetuspto-grants-2004_01
ORD IDord-e3902f8ca3d14111a669b49a5e55e6ca
Source noteuspto-grants-2004_01