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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434655Generated: October 30, 2026

1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → 1-(5-Bromothien-2-ylmethyl)-5-chloropyrimidin-2-one

https://huagongshe.com/reaction/434655

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamineHCID 78623—
Reactant5-Chloro-2(1H)-pyrimidinoneHCID 108578—
Reactant(5-Bromothiophen-2-yl)methanolHCID 11435467—
SolventDimethylformamideHCID 6228—
Product1-(5-Bromothien-2-ylmethyl)-5-chloropyrimidin-2-oneHCID 2049176145.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

N,N-Dimethylformamide dineopentyl acetal (2.25 ml) was added to a stirred suspension of 5-chloropyrimidin-2-one (653 mg) and 5-bromo-2-hydroxymethylthiophene (1.351 g) in dry N,N-dimethylformamide (12.5 ml) under nitrogen and then the mixture was heated at 40° C. After 2 h the temperature was increased to 80° C. After 4 h the reaction mixture was evaporated to dryness and the residue triturated with diethyl ether. The solid was collected and crystallised from acetone to give off white crystals of the title pyrimidinone (691 mg), m.p. 217°-220° C., λmax (EtOH) 243.5 nm (ε 13,810), 336 nm (ε 1,190).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04399140
Source datasetuspto-grants-1983_08
ORD IDord-8983776e7a9a42ca87ea3ed0d4d526b3
Source noteuspto-grants-1983_08