Imidazole → 2-chloro-4-(1H-imidazol-1-yl)pyrimidine

HRID 231797Notes

Reaction equation

HRID 231797 reaction equation
[Cl:1][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>[Cl:1][C:2]1[N:7]=[C:6]([N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 775312,4-Dichloropyrimidine

Product 1

HCID 106312382-chloro-4-(1H-imidazol-1-yl)pyrimidineYield 101.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 680 mg of 2,4-dichloropyrimidine was substituted with 680 mg of imidazole. The reaction mixture was then treated according to the procedure of Example 5 to yield 840 mg of the 2-chloro-4-(1-imidazolyl)pyrimidine, recrystallized from a mixture of n-hexane and ethyl acetate, having a melting point of 127.5°-128° C.

Workup

  1. additionThe reaction mixture was then treated

Sources & evidence

ORD record
ord-b4444250b0d64839955316a3506c0fd3
Source dataset
uspto-grants-1989_07
Patent number
US04849424

Reaction notes

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