Methyl Isobutyl Ketone → HCID 135797537, compound

HRID 615097Notes

Reaction equation

HRID 615097 reaction equation
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:11]([C:15]([CH3:17])=O)[CH:12]([CH3:14])[CH3:13].[CH2:18]([N:20]=[C:21]=[O:22])C>C1COCC1>[CH3:17][C:15]1([CH2:11][CH:12]([CH3:14])[CH3:13])[N:20]([CH3:18])[C:21](=[O:22])[N:6]2[C:2](=[N:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=32)[NH:1]1

Participants

5

Reactant 3

HCID 7909Methyl Isobutyl KetoneHCID 8022Ethyl isocyanateHCID 136242-Aminobenzimidazole

Product 1

HCID 135797537HCID 135797537, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Aminobenzimidazole, methyl isobutyl ketone and ethyl isocyanate were reacted as in Example 26 using an equal volume of THF as cosolvent with the excess ketone. Working up the reaction mixture gave a crude fraction of the 10-N-methylcarbamoyl derivative of the title compound which was not purified but hydrolyzed by the 10% NaOH-THF procedure of Example 1, paragraph 2. The title compound was obtained as a solid, mp 150°-157° C. The confirmatory elemental analysis is shown in Table III.

Sources & evidence

ORD record
ord-f25da2ab2e2e46cb9456703440d7bb9b
Source dataset
uspto-grants-1985_02
Patent number
US04497650

Reaction notes

Loading…