Propanoic acid, 3-ethoxy-3-imino-, ethyl ester → HCID 178470771, compound

HRID 412697Notes

Reaction equation

HRID 412697 reaction equation
C(O[C:4](=[NH:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])C.N[C:13]1[CH:14]=[C:15]([CH:28]=[CH:29][C:30]=1[NH2:31])[CH2:16][N:17]1[C:25](=[O:26])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]1=[O:27]>>[O:27]=[C:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:25](=[O:26])[N:17]1[CH2:16][C:15]1[CH:28]=[CH:29][C:30]2[NH:31][C:4]([CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[N:11][C:13]=2[CH:14]=1

Participants

3

Reactant 2

HCID 75346Propanoic acid, 3-ethoxy-3-imino-, ethyl esterHCID 185377612-(3,4-Diaminobenzyl)isoindole-1,3-dione

Product 1

HCID 178470771HCID 178470771, compoundYield 71%

Procedure

Ethyl 3-ethoxy-3-iminopropionate, prepared as in Example 2(a), was reacted with 2-(3,4-diaminobenzyl)isoindole-1,3-dione under conditions similar to that set forth in Example 2(b) to provide ethyl 5-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-1H-benzoimidazol-2-ylacetate (71% yield); 1H-NMR (300 Mhz, DMSO-d6): 7.78-7.9 (m, 4H), 7.43-7.47 (m, 2H), 7.12 (d, 1H, J=9.43 Hz), 4.82 (s, 2H), 4.07 (q, 2H, J=7.2 Hz), 3.44 (s, 2H), 1.38 (t, 3H, J=7.2 Hz).

Sources & evidence

ORD record
ord-b87cbfcb3387420e88b91110dac06ed8
Source dataset
uspto-grants-2003_05
Patent number
US06562854B2

Reaction notes

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