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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2244407Generated: November 1, 2026

3-Chloroaniline → HCID 68408190, compound

https://huagongshe.com/reaction/2244407

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChloroanilineHCID 7932—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 63615646HCID 63615646—
SolventDimethylformamideHCID 6228—
ProductHCID 68408190HCID 6840819027.3%

Reaction Steps

A solution of 2-tert-butoxycarbonylamino-5-methyl-thiophene-3-carboxylic acid (1.16 g, 4.49 mmol) in dimethylformamide (50.00 ml) was treated with 3-chloro aniline (0.86 g, 6.73 mmol), DIPEA (1.74 g, 13.47 mmol) and TBTU (2.16 g, 6.73 mmol) and stirred at room temperature for 48 h. The volatiles were evaporated and the residue purified by flash chromatography (heptane/ethyl acetate), to yield [3-(3-chloro-phenylcarbamoyl)-5-methyl-thiophen-2-yl]-carbamic acid tert-butyl ester (0.45 g, 27%) as a yellow solid, MS (ISP): m/e=368.6 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678815B2
Source datasetuspto-grants-2010_03
ORD IDord-e699837cf8b34c9ba1533eeb2cbeeac0
Source noteuspto-grants-2010_03