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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50849Generated: October 25, 2026

3-Bromoaniline → HCID 22736821, compound

https://huagongshe.com/reaction/50849

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromoanilineHCID 11562—
Reactant4-Chlorothieno[2,3-d]pyrimidineHCID 736618—
Solvent2-MethoxyethanolHCID 8019—
ProductHCID 22736821HCID 2273682173%

Reaction Conditions

Temperature79 °C

Reaction Steps

A mixture of 4-chlorothieno[2,3-d]pyrimidine (135 mg, 0.79 mmol) and 3-bromoaniline (95 μL, 0.89 mmol) in 2-methoxyethanol (2 mL) is heated to 79° C. for 30 min with stirring. The resulting solid is filtered and washed with CH2Cl2 to yield 4-(3-bromoanilino)thieno[2,3-d]pyrimidine hydrochloride (197 mg, 73%). 1H NMR (DMSO) δ 9.99 (1H, s), 8.60 (1H, s), 8.23 (1H, s), 7.98 (1H, d, J=5.0 Hz), 7.88 (1H, d, J=8.0 Hz), 7.79 (1H, d, J=6.0 Hz), 7.37 (1H, t, J=8.0 Hz), 7.30 (1H, d, J=8.0 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713484B2
Source datasetuspto-grants-2004_03
ORD IDord-eb20cb41350945148a672cbca293fd1f
Source noteuspto-grants-2004_03