Imidazole → 4-Chloro-6-(1H-imidazol-1-yl)pyrimidine

HRID 231796Notes

Reaction equation

HRID 231796 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH:9]1[CH:13]=[CH:12][N:11]=[CH:10]1>O1CCCC1>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH:7]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 709434,6-Dichloropyrimidine

Product 1

HCID 27576124-Chloro-6-(1H-imidazol-1-yl)pyrimidineYield 78.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 298 mg of 4,6-dichloro-pyrimidine was substituted with 136 mg of imidazole. The reaction mixture was treated according to the procedure of Example 5 to yield 283 mg of the 6-chloro-4-(1-imidazolyl)pyrimidine, recrystallized from a mixture of n-hexane and ethyl acetate, having a melting point of 131.5°-132° C.

Workup

  1. additionThe reaction mixture was treated

Sources & evidence

ORD record
ord-2646394a7cfe44e19a0b15fe7bac536d
Source dataset
uspto-grants-1989_07
Patent number
US04849424

Reaction notes

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