1,1'-Carbonyldiimidazole → Ethyl 2-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-5-yl)propanoate

HRID 660279Notes

Reaction equation

HRID 660279 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[NH2:8].[C:16](N1C=CN=C1)(N1C=CN=C1)=[O:17].C1CCN2C(=NCCC2)CC1>C(Cl)Cl>[O:17]=[C:16]1[NH:8][C:7]2[CH:6]=[CH:5][C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:3][C:2]=2[NH:1]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 12226827Ethyl 2-(3,4-diaminophenyl)propanoate

Product 1

HCID 44543173Ethyl 2-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-5-yl)propanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Ethyl 2-(3,4-diaminophenyl)propanoate (217 mg, 1.04 mmol) in CH2Cl2 (4 mL) was added 1,1′-carbonyldiimidazole (189 mg) and DBU (330 mg, in CH2Cl2 (4 mL)) at room temperature.

Sources & evidence

ORD record
ord-236a27772eda4c94b769fa3f800446c5
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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