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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076982Generated: October 26, 2026

Ammonia acetate → 5,6-Dimethyl-2-phenylthieno[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/2076982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonia acetateHCID 12432—
ReactantBenzene, (triethoxymethyl)-HCID 74268—
Reactant2-Amino-4,5-dimethyl-thiophene-3-carbonitrileHCID 290236—
SolventEthyl AcetateHCID 8857—
Product5,6-Dimethyl-2-phenylthieno[2,3-d]pyrimidin-4-amineHCID 2522434331%

Reaction Steps

A mixture of 2-amino-4,5-dimethylthiophene-3-carbonitrile (152 mg, 1.0 mmol), ammonia acetate (308.3 mg, 4.0 mmol) and triethyl orthobenzoate (2.0 mL) in a sealed tube was put in a microwave at 200° C. for 20 min. After the reaction mixture was cooled to room temperature, it was diluted with EtOAc, washed with saturated NaHCO3 and H2O. The solvent was removed by vacuum and the residue was purified by preparative HPLC eluting with acetonitrile and water to give the title compound (80 mg, 31%). 1H NMR (400 MHz, CDCl3) δ 2.45 (s, 3H), 2.48 (s, 3H), 5.34 (bs, 2H), 7.46-7.43 (m, 3H), 8.4-8.38 (m, 2H). MS 256 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928111B2
Source datasetuspto-grants-2011_04
ORD IDord-50299aee3b424b189c54acd44f63802f
Source noteuspto-grants-2011_04