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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44367Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/44367

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) δ2.45 (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 numberUS08541421B2
Source datasetuspto-grants-2013_09
ORD IDord-31dbe6461de143a3a798065fdbe430cf
Source noteuspto-grants-2013_09