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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536769Generated: October 29, 2026

Butyl bromide → N'-(3-butyl-5-tert-butyl-1,3,4-thiadiazol-3-ium-2-yl)-N,N-dimethylmethanimidamide bromide

https://huagongshe.com/reaction/536769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl bromideHCID 8002—
ReactantN'-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N,N-dimethylmethanimidamideHCID 9583081—
SolventTolueneHCID 1140—
ProductN'-(3-butyl-5-tert-butyl-1,3,4-thiadiazol-3-ium-2-yl)-N,N-dimethylmethanimidamide bromideHCID 136375772—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of Example 162A (1.00 g, 4.71 mmol) in toluene (10 mL) was added 1-bromobutane (0.56 mL, 5.18 mmol). The mixture was heated at 100° C. for 12 hours, then cooled to ambient temperature and diluted with hexanes. The solid was collected by filtration (hexane wash) to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.91 (t, J=7.5 Hz, 3H), 1.23-1.36 (m, 2H), 1.39 (s, 9H), 1.70-1.84 (m, 2H), 3.22 (s, 6H), 4.29 (t, J=7.1 Hz, 2H), 8.54 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859596B2
Source datasetuspto-grants-2014_10
ORD IDord-112da01829834b569e8c5cd23659d221
Source noteuspto-grants-2014_10