Benzoic Acid → 1-[2-(4-Benzoylcarbamoylphenoxy)ethyl]imidazole

HRID 745925Notes

Reaction equation

HRID 745925 reaction equation
[C:1](O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]([C:13]1[CH:26]=[CH:25][C:16]([O:17][CH2:18][CH2:19][N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)=[CH:15][CH:14]=1)(=[O:12])[NH2:11].CO.C(OCC)(=O)C>CN(C)C=O>[C:1]([NH:11][C:10]([C:13]1[CH:14]=[CH:15][C:16]([O:17][CH2:18][CH2:19][N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)=[CH:25][CH:26]=1)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 135691774-(2-(1H-imidazol-1-yl)ethoxy)benzamideHCID 21584119Ethylacetate methanol

Product 1

HCID 135692011-[2-(4-Benzoylcarbamoylphenoxy)ethyl]imidazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Treatment of benzoic acid with N,N'-carbonyldiimidazole and 1-[2-(4-carbamoylphenoxy)ethyl]imidazole in dry N,N-dimethylformamide as described in Example 34 gave 1-[2-(4-benzoylcarbamoylphenoxy)ethyl]imidazole, m.p. 152°-154° C. (from methanol/ethyl acetate). Found: C, 67.66; H, 5.16; N, 12.59. C19H17N3O3 requires: C, 68.05; H, 5.11; N, 12.53%.

Sources & evidence

ORD record
ord-3d0886a7c62b4a1d813c109f0effdb61
Source dataset
uspto-grants-1986_07
Patent number
US04602016

Reaction notes

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