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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1990074Generated: November 1, 2026

N-bromobutanimide → tert-Butyl (2-bromothiophen-3-yl)carbamate

https://huagongshe.com/reaction/1990074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactanttert-butyl N-(thiophen-3-yl)carbamateHCID 736476—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (2-bromothiophen-3-yl)carbamateHCID 13164363—

Reaction Conditions

Temperature65 °C

Reaction Steps

Add NBS (8.9 g, 0.05 mol) to a boiling solution of 3-thiophenyl-carbamic acid tert-butyl ester (10.0 g, 0.05 mol) in dichloromethane (500 mL) in small portions and stir the mixture at 65° C. for 20 min. Cool down, remove solvent in vacuo and purify the crude material by flash chromatography (silica gel) eluting with hexanes/diethyl ether 19:1 to obtain 11.1 g (80%) as a white solid: 1H NMR (CDCl3) δ: 7.55 (br s, 1H), 7.24 (d, J=4.0 Hz, 1H), 6.56 (br s, 1H), 1.52 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642361B2
Source datasetuspto-grants-2010_01
ORD IDord-8299d3cf9c394f2e8226ca6558f7a1a1
Source noteuspto-grants-2010_01