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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507233Generated: October 29, 2026

Acetonitrile → HCID 59432880, compound

https://huagongshe.com/reaction/507233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantHCID 43119856HCID 43119856—
SolventDimethylformamideHCID 6228—
ProductHCID 59432880HCID 5943288070.6%

Reaction Conditions

Temperature-75 °C

Reaction Steps

To a stirring solution of 2,3-dihydro-1H-indole-5-sulfonic acid thiazol-2-ylamide (2.35 g, 8.36 mmol) in DMF (10 mL), at −75° C., was added triethylamine (1.16 mL, 8.36 mmol) followed by chloroacetyl chloride (1.88 g, 16.7 mmol). The mixture was stirred at −75° C. for 1 h. The reaction showed product formation by LC/MS (10-99% CH3CN). After quenching with MeOH and allowing the mixture to warm to room temperature, the solvents were removed in vacuo. The mixture was purified via column chromatography (2% MeOH in CH2Cl2) to obtain the desired amide (1.95 g, 5.9 mmol, 70% yield). LC/MS (10-99% CH3CN), M/Z: M+1 obs=359.3; tR=2.46 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786137B2
Source datasetuspto-grants-2010_08
ORD IDord-a2ff8248fba340759206a0d581e96349
Source noteuspto-grants-2010_08