1-Iodopentane → HCID 18924972, compound

To a solution of 4,6-dihydroxy-2-mercaptopyrimidine (14.4 g) in 2N sodium hydroxide solution (100 ml) was added pentyl iodide (15.6 ml) in ethanol (25 ml) and the resulting reaction mixture stirred at room temperature for four days. The ethanol was removed at reduced pressure and N,N-dimethylformamide (80 ml) and pentyl iodide (1.56 ml) added then the reaction mixture stirred for an additional 16 hours. The solution was made acidic by addition of 2N HCl solution and the aqueous layer decanted. The remaining gum was dissolved in methanol and evaporated to dryness then azeotroped with toluene (×2). The solid was triturated with ether, filtered and dried to give the subtitle compound as a white solid (11.9 g).

1. customthe resulting reaction mixture
2. customThe ethanol was removed at reduced pressure and N,N-dimethylformamide (80 ml) and pentyl iodide (1.56 ml)
3. additionadded
4. stirringthe reaction mixture stirred for an additional 16 hours
5. additionThe solution was made acidic by addition of 2N HCl solution
6. customthe aqueous layer decanted
7. dissolutionThe remaining gum was dissolved in methanol
8. customevaporated to dryness
9. customthen azeotroped with toluene (×2)
10. customThe solid was triturated with ether
11. filtrationfiltered
12. customdried

ORD record

ord-265492b352cd4ce98cfcbbf777da9caf

Source dataset

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05747496