34772-97-9

Usage

General Description

2(1H)-Pyrimidinethione, 5-chloro- (9CI) is a chemical compound with the molecular formula C4H3ClN2S. It is a derivative of pyrimidine, a six-membered heterocyclic compound containing two nitrogen atoms in the ring. The 5-chloro substitution on the pyrimidinethione ring makes it a potentially useful building block in the synthesis of various pharmaceuticals and agrochemicals. 2(1H)-Pyrimidinethione, 5-chloro- (9CI) has shown properties of being an effective fungicide and has applications in the field of agriculture. It is also used in the synthesis of various pharmaceutical drugs and research chemicals.

Upstream product

• 22536-67-0 2,5-dichloropyrimidine 
• 17356-08-0 thiourea 
• 62802-37-3 5-chloro-2-fluoropyrimidine 

Downstream Products

• 79685-96-4 2-benzylthio-5-chloropyrimidine 
• 79685-09-9 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)thio-5-chloropyrimidine 

Relevant academic research and scientific papers

High Chemo-/Stereoselectivity for Synthesis of Polysubstituted Monofluorinated Pyrimidyl Enol Ether Derivatives

A novel intramolecular Smiles rearrangement of α-fluoro-β-keto-pyrimidylsulfones (usually used as a carbon nucleophile) was developed, providing a versatile avenue for synthesis of tri/tetra-substituted monofluorinated pyrimidyl enol ethers. Among these, diverse (Z)-monofluorovinylsulfones and sulfinates were efficiently assembled by adding extra electrophile and fine-tuning reaction conditions. The process is triggered by a keto-enol tautomerism from enol oxyanion to pyrimidine 2-carbon, completely different from the classical carbon nucleophilic addition reaction approach.

Silver-induced self-immolative Cl-F exchange fluorination of arylsulfur chlorotetrafluorides: Synthesis of arylsulfur pentafluorides

A novel strategy for the synthesis of arylsulfur pentafluorides by silver carbonate-induced Cl-F exchange fluorination of arylsulfur chlorotetrafluorides is reported. This fluorination does not require any exogenous fluoride sources. Rather, the reaction proceeds via the self-immolation of the substrate Ar-SF4Cl.

IF5 affects the final stage of the Cl-F exchange fluorination in the synthesis of pentafluoro-λ6-sulfanyl-pyridines, pyrimidines and benzenes with electron-withdrawing substituents

A difficult chlorine-fluorine (Cl-F) exchange fluorination reaction in the final stage of the preparation of pentafluoro-λ6-sulfanyl-(hetero)arenes having electron-withdrawing substituents has now been elucidated through the use of iodine pentafluoride. A major side-reaction of C-S bond cleavage was sufficiently inhibited by the potential interaction between F and I with a halogen bonding.