Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506139Generated: November 2, 2026

1-Hydroxybenzotriazole → HCID 60644837, compound

https://huagongshe.com/reaction/1506139

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(Hydroxymethyl)benzoic acidHCID 76360—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductHCID 60644837HCID 60644837109.2%

Reaction Steps

4-(Hydroxymethyl)benzoic acid (3.00 g, 19.7 mmol) and N,O-dimethylhydroxylamine hydrochloride (2.31 g, 23.7 mmol) in chloroform (30 mL) was stirred with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (4.54 g, 23.7 mmol), 1-hydroxybenzotriazole (3.20 g, 23.7 mmol) and N,N-diisopropylethylamine (8.04 mL, 47.3 mmol) at room temperature for one day. After addition of water, the reaction mixture was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a mixture containing the title compound as a colorless oil (4.20 g). The resulting mixture was used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-d7aa171a93f44eceac09e69585585c35
Source noteuspto-grants-2015_12