Imidazole → Pyrimidine, 2,4-di-1H-imidazol-1-yl-

HRID 231789Notes

Reaction equation

HRID 231789 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[NH:9]1[CH:13]=[CH:12][N:11]=[CH:10]1>O1CCCC1>[N:9]1([C:2]2[N:7]=[C:6]([N:9]3[CH:13]=[CH:12][N:11]=[CH:10]3)[CH:5]=[CH:4][N:3]=2)[CH:13]=[CH:12][N:11]=[CH:10]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 775312,4-Dichloropyrimidine

Product 1

HCID 10751012Pyrimidine, 2,4-di-1H-imidazol-1-yl-Yield 76.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 149 mg of 2,4-dichloropyrimidine was substituted with 136 mg of imidazole. The reaction mixture was treated according to the procedure of Example 1 to yield 163 mg of 2,4-bis(1-imidazolyl)pyrimidine, recrystallized from a mixture of n-hexane and ethyl acetate, the compound had a melting point of 131°-132° C.

Workup

  1. additionThe reaction mixture was treated

Sources & evidence

ORD record
ord-042e58c582b441edafece2dd51d7938a
Source dataset
uspto-grants-1989_07
Patent number
US04849424

Reaction notes

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