5-Fluorouracil → HCID 15396958, compound

HRID 918391Notes

Reaction equation

[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[N+:10]([C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1)([O-:12])=[O:11]>>[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[N:6]([C:17](=[O:18])[C:16]2[CH:15]=[CH:14][C:13]([N+:10]([O-:12])=[O:11])=[CH:21][CH:20]=2)[CH:7]=1

Participants

Reactant 2

HCID 33855-Fluorouracil

HCID 85024-Nitrobenzoyl chloride

Product 1

HCID 15396958HCID 15396958, compoundYield 52.9%

Procedure

2.6 g (0.02 mole) of 5-fluorouracil was reacted with 9.28 g (0.05 mole) of p-nitrobenzoyl chloride in the same manner as in Example 1 and 2.95 g (52.9% yield) of 5-fluoro-1-(p-nitrobenzoyl)uracil was obtained. The product was recrystallized from ethanol and white needles melting at 182°-183°C. were obtained. The results of an elementary analysis of the above crystals were well in agreement with the calculated value as follows:

Sources & evidence

ORD record: ord-9e17ca1782634605816a0fb2e707c29b
Source dataset: uspto-grants-1976_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03971784

Reaction notes

Loading…