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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62584Generated: October 29, 2026

Chloroform → 2-({2-[Bis(carboxymethyl)amino]-5-(4-isothiocyanatophenyl)pentyl}({2-[bis(carboxy methyl)amino]ethyl})amino)acetic acid

https://huagongshe.com/reaction/62584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantThiophosgeneHCID 10040—
Reactant2-{[5-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]pentyl] ({2-[bis(carboxymethyl)amino]ethyl})amino}acetic acidHCID 86702652—
SolventWaterHCID 962—
Product2-({2-[Bis(carboxymethyl)amino]-5-(4-isothiocyanatophenyl)pentyl}({2-[bis(carboxy methyl)amino]ethyl})amino)acetic acidHCID 8670265397%

Reaction Steps

To a solution of 6b (10.2 mg, 0.0152 mmol) in water (100 μL) was added dropwise 1M thiophosgene in CHCl3 (18.2 μL, 0.0182 mmol). The resulting mixture was stirred at room temperature for 3 h. The aqueous layer was concentrated in vacuo to provide pure 7b (10 mg, 97%) as a light yellowish solid. 1H NMR (MeOD, 300 MHz) δ 2.40-4.51 (m, 28H), 7.05-7.70 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446995B2
Source datasetuspto-grants-2016_09
ORD IDord-dbc4d8ea6fd245bc93bf3f71684eaa27
Source noteuspto-grants-2016_09