5-Fluoroorotic acid hydrate 98 → 5-Fluorouracil

HRID 2052724Notes

Reaction equation

HRID 2052724 reaction equation
O.C(O)(=O)C1NC(=O)NC(=O)C=1.O.[F:14][C:15]1[C:23](=[O:24])[NH:22][C:21](=[O:25])[NH:20][C:16]=1C(O)=O>>[F:14][C:15]1[C:23](=[O:24])[NH:22][C:21](=[O:25])[NH:20][CH:16]=1

Participants

3

Reactant 2

HCID 162127495-Fluoroorotic acid hydrate 98HCID 162185041,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid monohydrate

Product 1

HCID 33855-Fluorouracil

Conditions

Temperature
260 °C

Procedure

In the reaction, the conversion of the orotic acid monohydrate was 100% and the yield of 5-fluoro-orotic acid monohydrate was 85.0%. The crystals were heated at 260° C. under a reduced pressure of lower than 1 mmHg to perform the decarboxylation to obtain 22.5 g of 5-fluorouracil.

Workup

  1. customIn the reaction

Sources & evidence

ORD record
ord-efbca071b4d343cf9aff19e00611d2dd
Source dataset
uspto-grants-1980_01
Patent number
US04186266

Reaction notes

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