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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40490Generated: October 26, 2026

Water → HCID 178426856, compound

https://huagongshe.com/reaction/40490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorambucilHCID 2708—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantTempolHCID 137994—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 178426856HCID 17842685687%

Reaction Steps

DCC coupling reaction was used to couple the carboxylic group of chlorambucil with the hydroxyl group of TEMPOL with the loss of a water molecule. To a stirred solution of TEMPOL (0.172 g, 1 mmol) and chlorambucil (0.304 g, 1 mmol) in methylene chloride (5 ml) at 0° C. under argon, DCC (0.206 g, 1 mmol) (Dicyclohexyl carbodiimide) and DMAP (0.0307 g, 0.25 mmol) (Dimethyl amino pyridine) were added and the reaction mixture was stirred for 12 hrs at room temperature. The solid materials formed were filtered off, and the filtrate was washed with 1 M HCl (1 ml) followed by saturated NaHCO3 (2 ml) and brine (2 ml). The organic phase was dried over MgSO4 and evaporated in vacuum to give 0.4 g of CT corresponding to a yield of 87%. TLC (Thin Layer Chromatography) of the product showed a single spot only.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530434B2
Source datasetuspto-grants-2013_09
ORD IDord-633ce97e39b945cbbbe4136863d78fed
Source noteuspto-grants-2013_09