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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336472Generated: October 29, 2026

1,2-Dichloroethane → 7-Nitro-1H-indole-2-carboxylic acid (2-chloro-ethyl)-amide

https://huagongshe.com/reaction/336472

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant2-ChloroethylamineHCID 13369—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant7-nitro-1H-indole-2-carboxylic acidHCID 81409—
SolventDimethylformamideHCID 6228—
Product7-Nitro-1H-indole-2-carboxylic acid (2-chloro-ethyl)-amideHCID 86644358—

Reaction Steps

7-Nitro-1H-indole-2-carboxylic acid (371 mg, 3.2 mmol) prepared in Step A was dissolved in N,N-dimethylformamide (10 mL). Triethylamine (0.6 mL, 4.3 mmol), EDC (614 mg, 3.2 mmol) and HOBT (433 mg, 3.2 mmol) were added, 2-chloroethylamine (252.8 mg, 3.2 mmol) was added, and the mixture was stirred for 8 h at room temperature. 1N-hydrochloric acid solution was added, and the reaction mixture was extracted with ethyl acetate, washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was distilled under reduced pressure to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889691B2
Source datasetuspto-grants-2014_11
ORD IDord-cf5bcfdf3c694a3e80a1132a75036a36
Source noteuspto-grants-2014_11