4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione → HCID 45380887, compound

HRID 1402781Notes

Reaction equation

HRID 1402781 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:23][C:22](=O)[O:21][C:19](=[O:20])[CH2:18]2)=[CH:13][CH:12]=1>>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([CH:17]([CH2:23][C:22]2[NH:9][C:4]3[CH:3]=[C:2]([I:1])[CH:7]=[CH:6][C:5]=3[N:8]=2)[CH2:18][C:19]([OH:21])=[O:20])=[CH:15][CH:16]=1.[ClH:10]

Participants

3

Reactant 2

HCID 1046394-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dioneHCID 112070494-Iodobenzene-1,2-diamine

Product 1

HCID 45380887HCID 45380887, compound

Procedure

By a procedure similar to that of example 1.4, starting from 4-iodo-1,2-phenylenediamine and 3-(4-chlorophenyl)glutaric anhydride, 3-(4-chlorophenyl)-4-(5-iodo-2-benzimidazolyl)butanoic acid•HCl was obtained as light red solid. 1H-NMR (500 MHz, DMSO-d6): δ (ppm)=2.72 (dd, J=16.3, 8.6 Hz, 1H), 2.83 (dd, J=16.3, 6.2 Hz, 1H), 3.43 (dd, J=14.9, 9.3 Hz, 1H), 3.55 (dd, J=14.9, 6.9 Hz, 1H), 3.86 (m, 1H), 7.29 (d, J=8.5 Hz, 2H), 7.35 (d, J=8.5 Hz, 2H), 7.53 (d, J=8.6 Hz, 1H), 7.74 (dd, J=8.6, 1.4 Hz, 1H), 8.07 (d, J=1.3 Hz, 1H).

Sources & evidence

ORD record
ord-36b7dcf669d24b0daa77ce5b15575b35
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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