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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905224Generated: October 26, 2026

Triethylamine → 2-(5-Nitro-2-thienyl)thio-5-chloropyrimidine

https://huagongshe.com/reaction/905224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant2-Bromo-5-nitrothiopheneHCID 83222—
Reactant5-Chloro-2(1H)-pyrimidinethioneHCID 7140345—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-(5-Nitro-2-thienyl)thio-5-chloropyrimidineHCID 2047575663%

Reaction Steps

A mixture of 5-chloropyrimidine-2-thione (7.5 mmol), triethylamine (9 mmol) and 2-bromo-5-nitrothiophene (9 mmol) in dichloromethane (50 ml) was stirred at room temperature for 2 days. The resultant solution was then diluted with dichloromethane (50 ml), the solution shaken with 1 M NaOH (2×10 ml) and subsequently with water (10 ml), the dried (MgSO4) solution evaporated and the solid residue recrystallized from pet. ether; yield 63%, m.p. 141°-143° C. 1H NMR (CDCl3): δ7.16 and 7.83 (H-31, H-41), 8.53 (H-4, H-6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04423047
Source datasetuspto-grants-1983_12
ORD IDord-d0829dbe87934c4d80635ad336640ca3
Source noteuspto-grants-1983_12