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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427809Generated: October 26, 2026

2-Adamantanol → 4-(adamantan-2-yloxy)-5-chloro-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamide

https://huagongshe.com/reaction/1427809

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AdamantanolHCID 64149—
ReactantTricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 64556—
Reactant5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 58042417—
Reactant5-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamideHCID 86702836—
Product4-(adamantan-2-yloxy)-5-chloro-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamideHCID 86702837—

Reaction Steps

Following the procedure as described in Example 8 and making variations as required to replace adamantan-1-ylmethanol with adamantan-2-ol and 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with 5-chloro-N—(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide (as prepared in Example 31), the title compound was obtained as a colorless solid (0.21 g, 38%): 1H NMR (300 MHz, DMSO-d6) δ 11.73 (s, 1H), 7.74 (d, J=7.5 Hz, 1H), 7.33 (d, J=12.5 Hz, 1H), 4.81 (s, 1H), 2.87 (s, 6H), 2.08-2.03 (m, 4H), 1.84-1.71 (m, 8H), 1.54-1.50 (m, 2H); MS (ES−) m/z 429.2, 431.2 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933236B2
Source datasetuspto-grants-2015_01
ORD IDord-3d804fba4f064642b27f4c1af4cb5338
Source noteuspto-grants-2015_01