Butyl bromide → HCID 178454958, compound

HRID 1075167Notes

Reaction equation

HRID 1075167 reaction equation
[CH2:1](Br)[CH2:2][CH2:3][CH3:4].[K].[F:7][C:8]1[C:9](=[S:15])[NH:10][C:11](=[O:14])[NH:12][CH:13]=1>CN(C)C=O>[CH2:1]([S:15][C:9]1[C:8]([F:7])=[CH:13][NH:12][C:11](=[O:14])[N:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 27812135-Fluoro-4-thiouracilHCID 5462222Potassium

Product 1

HCID 178454958HCID 178454958, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

n-Butyl bromide (0.007 mol) was added to a solution of the potassium salt of 5-fluoro-4-thiouracil (0.006 mol) in dimethylformamide (30 ml) and the reaction mixture was stirred at room temperature for 3 days before evaporation at reduced pressure (1 mm Hg). The desired product was isolated from the residue by preparative paper chromatography (Whatman No. 3) using butanol:ethanol:ammonia:water (4:1:2:1); yield 20%, m.p. 113° C. (H2O). (Found: C, 47.20; H, 5.30. Calc. for C8H11FN2OS: C, 47.52; H, 5.48).

Sources & evidence

ORD record
ord-fbf41dcbaa0340938f5ee75ad3429271
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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