Uracil → HCID 178517720, compound

HRID 1658156Notes

Reaction equation

HRID 1658156 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH:4](O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[NH:17]1[CH:24]=[CH:23][C:21](=[O:22])[NH:20][C:18]1=[O:19].B(F)(F)F>C(O)(=O)C>[OH:19][C:18]1[N:20]=[C:21]([OH:22])[C:23]([CH:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:3]2[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:2]=2[Cl:1])=[CH:24][N:17]=1

Participants

5

Reactant 3

HCID 1174UracilHCID 6356Boron trifluorideHCID 279393129334-23-4

Product 1

HCID 178517720HCID 178517720, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

One method of preparation involves the reaction of, for example, 2,4-dichlorobenzhydrol with uracil in glacial acetic acid in the presence of BF3. This yields the 2,4-dihydroxy-5-(2,4-dichlorobenzhydryl)pyrimidine. Treatment with phosphorus oxychloride in excess yields the 2,4-dichloro-5-(2,4-dichlorobenzhydryl)pyrimidine.

Workup

  1. customOne method of preparation

Sources & evidence

ORD record
ord-45a0b4c0b2e741dda73d76023a2673e5
Source dataset
uspto-grants-1976_06
Patent number
USRE028865

Reaction notes

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