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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519079Generated: November 2, 2026

2-Aminoadamantane hydrochloride → N-(adamantane-2-yl)-1-(2-nitrophenylsulfonamido)cyclobutanecarboxyamide

https://huagongshe.com/reaction/1519079

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminoadamantane hydrochlorideHCID 25331—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1-(2-Nitrophenylsulfonamido)cyclobutanecarboxylic acidHCID 71246707—
SolventDichloromethaneHCID 6344—
ProductN-(adamantane-2-yl)-1-(2-nitrophenylsulfonamido)cyclobutanecarboxyamideHCID 13173309197%

Reaction Steps

In a 10-mL flask, 1-(2-nitrophenylsulfonamido)cyclobutanecarboxylic acid (200 mg, 0.666 mmol), 2-adamantanamine hydrochloride (150 mg, 0.799 mmol), and BOP (295 mg, 0.667 mmol) were charged, and CH2Cl2 (3 ml) was charged, followed by stirring for 30 minutes at room temperature. DIPEA (0.28 ml, 1.60 mmol) was added thereto, followed by stirring at room temperature for 12 hours. After the reaction was completed, the organic layer was separated using CH2Cl2 and H2O, dried with MgSO4, and filtered. The resultant mixture was purified with column chromatography (EA/n-Hex=1:2) to obtain N-(adamantane-2-yl)-1-(2-nitrophenylsulfonamido)cyclobutanecarboxyamide (282 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073830B2
Source datasetuspto-grants-2015_07
ORD IDord-67341d6b541d45e68a8f5098cf883529
Source noteuspto-grants-2015_07