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

HRID 231798Notes

Reaction equation

HRID 231798 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[CH:4][N:3]=1.[NH:9]1[CH:13]=[CH:12][N:11]=[CH:10]1>O1CCCC1>[Cl:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[N:7]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 775312,4-Dichloropyrimidine

Product 1

HCID 106074834-chloro-2-(1H-imidazol-1-yl)pyrimidineYield 22.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In anhydrous tetrahydrofuran, 1500 mg of 2,4-dichloropyrimidine was substituted with 680 mg of imidazole. The reaction mixture was treated according to the procedure of Example 5 to yield 401 mg of 4-chloro-2-(1-imidazolyl)pyrimidine recrystallized from a mixture of n-hexane and ethyl acetate, having a melting point of 138°-139° C.

Workup

  1. additionThe reaction mixture was treated

Sources & evidence

ORD record
ord-ce09086f7efe4b7ea1eefcf1ac714b91
Source dataset
uspto-grants-1989_07
Patent number
US04849424

Reaction notes

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