5-Fluorouracil → HCID 20525063, compound

HRID 1702788Notes

Reaction equation

HRID 1702788 reaction equation
S1C=CC=C1CC(O)=O.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[S:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[CH2:32][N:33]=[C:34]=[O:35].[F:36][C:37]1[C:38](=[O:44])[NH:39][C:40](=[O:43])[NH:41][CH:42]=1>C1C=CC=CC=1.C(N(CC)CC)C>[S:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[CH2:32][NH:33][C:34]([N:41]1[CH:42]=[C:37]([F:36])[C:38](=[O:44])[NH:39][C:40]1=[O:43])=[O:35]

Participants

7

Reactant 4

HCID 33855-FluorouracilHCID 159702-Thiopheneacetic acidHCID 199401P,P-Diphenylphosphinic azideHCID 158906212-(Isocyanatomethyl)thiophene

Product 1

HCID 20525063HCID 20525063, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8471TriethylamineSolvent

Procedure

The reaction of 2-thienylacetic acid and diphenylphosphoryl azide in a solution of triethyl amine and benzene provided a solution comprising 2-thienylmethyl isocyanate, which was reacted with 5-fluorouracil to provide 1-[N-(2-thienylmethyl)carbamoyl]-5-fluorouracil substantially in the similar method to that of Example 13.

Workup

  1. customprovided a solution

Sources & evidence

ORD record
ord-021b7776ade44bd6b66e3ac32936d287
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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