Dimercaprol → HCID 22670481, compound

Sodium metal (0.77 g) was dissolved in 35 mL of absolute ethanol at room temperature under nitrogen protection. Then 2,3-dimercapto-1-propanol (1.99 g, 1.6 mL, 16 mmoles) was added dropwise. The solution was taken up in a syringe and diluted to 44 mL. Solution 2. 2-(Chloromethyl)-3-chloro-1-propene (2 g, 16 mmoles) was dissolved in 30 mL of absolute ethanol. The solution was taken up into a syringe and diluted to a volume of 44 mL. Solutions 1 and 2 were added simultaneously (via syringe pump using separate teflon feed lines) to a 40 mL of absolute ethanol at room temperature under nitrogen protection over a period of one hour. After the addition was completed, the reaction was refluxed for one hour. The reaction was then worked up by evaporation of the solvent, dilution with water and extraction with ether. The ether extracts were dried and evaporated to give 2.6 g of oil. The oil was chromatographed on Silica gel using ether:hexane (1:3) to give 1.6 g (57%) of clear oil.

1. customThe solution was taken up in a syringe
2. additiondiluted to 44 mL
3. customThe solution was taken up into a syringe
4. additiondiluted to a volume of 44 mL
5. custom(via syringe pump using separate teflon feed lines) to a 40 mL of absolute ethanol at room temperature under nitrogen protection over a period of one hour
6. additionAfter the addition
7. temperaturethe reaction was refluxed for one hour
8. customThe reaction was then worked up by evaporation of the solvent, dilution with water and extraction with ether
9. dry with materialThe ether extracts were dried
10. customevaporated

ORD record

ord-d56b2bed99994d0c91c2c1b7ce911022

Source dataset

uspto-grants-2000_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06043361