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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432555Generated: November 3, 2026

4-Chlorophenyl Isocyanate → HCID 69664943, compound

https://huagongshe.com/reaction/1432555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorophenyl IsocyanateHCID 7693—
ReactantIndoline-2-carboxylic acidHCID 86074—
SolventSodium HydroxideHCID 14798—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 69664943HCID 6966494330.5%

Reaction Steps

To a solution of (D,L) indoline-2-carboxylic acid (548 mg, 3.36 mmol) in 1N aq. NaOH (8 mL), a solution of 4-chlorophenylisocyanate (728 mg, 4.74 mmol) in dioxane (8 mL) was added. The mixture was stirred at room temperature overnight. It was then washed with Et2O (2×). The aqueous layer was separated, acidified with 4N HCl to pH 1 to 2. The product was extracted with EtOAc. The EtOAc solution was dried over Na2SO4, concentrated in vacuo. The residue was purified by HPLC to give the desired product as a powder (325 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612089B2
Source datasetuspto-grants-2009_11
ORD IDord-da559fd132b949069534bbdeb0392b83
Source noteuspto-grants-2009_11