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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239358Generated: October 30, 2026

Methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylate → HCID 24782492, compound

https://huagongshe.com/reaction/2239358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylateHCID 11544322—
ReactantHCID 68709013HCID 68709013—
SolventMethanolHCID 887—
ProductHCID 24782492HCID 24782492—

Reaction Steps

5-(4-Chloro-phenyl)-3-(dimethylamino-methyleneamino)-thiophene-2-carboxylic acid methyl ester (0.16 g, 0.5 mmol), 1-{3-[(1,3-dimethylpiperidin-3-yl)methoxy]phenyl}methanamine (0.10 g, 0.4 mmol) in MeOH (2 mL) were heated by microwave at 120° C. for 20 minutes. The reaction mixture was allowed to cool to room temperature and the precipitate was filtered off and washed with MeOH to give the title compound as a solid. Yield: 0.12 g (49%). 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 7.61 (d, 2H, J=8.91 Hz), 7.45 (s, 1H), 7.43 (d, 2H, J=8.91 Hz), 7.21-7.25 (m, 1H), 6.84-6.92 (m, 3H), 5.17 (s, 2H), 3.72-3.83 (m, 2H), 2.34 (m, 2H), 2.18 (s, 3H), 2.06 (m, 1H), 1.49-1.64 (m, 4H), 1.18 (m, 1H), 1.04 (s, 3H). MS (ESI+) 494.06 (M+1H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723331B2
Source datasetuspto-grants-2010_05
ORD IDord-bc0848963f324e63a10d8a58a7974b65
Source noteuspto-grants-2010_05