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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942494Generated: November 2, 2026

Sodium Chloride → Methyl 4-[(2-ethoxy-1-methyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate

https://huagongshe.com/reaction/1942494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-mercaptopropionateHCID 519709—
ReactantMethyl 4-chloro-2-methyl-5-nitrobenzoateHCID 10633188—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-[(2-ethoxy-1-methyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoateHCID 67333305111.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 4-chloro-2-methyl-5-nitrobenzoate (2.52 g) in N,N-dimethylformamide (20 ml) were added potassium carbonate (3.04 g) and ethyl 2-mercaptopropionate (2.2 g), and the mixture was stirred at 80° C. for 4 hours. After the reaction was complete, to the mixture was added a saturated aqueous sodium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, concentrated under reduced pressure to give methyl 4-[(2-ethoxy-1-methyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate (4.0 g). Subsequently, the title compound was obtained in a similar manner to Reference Example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-e70aba7b41eb46e3be9735aa1df62a99
Source noteuspto-grants-2013_03