3,4-Diaminotoluene → HCID 66759026, compound

HRID 1402797Notes

Reaction equation

HRID 1402797 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.Cl[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>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]3[C:19](=[O:20])[CH2:18][CH:17]([C:14]4[CH:15]=[CH:16][CH:11]=[CH:12][CH:13]=4)[CH2:23][C:22]3=[N:9][C:4]=2[CH:3]=1.[CH3:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]=[C:22]3[CH2:23][CH:17]([C:14]4[CH:13]=[CH:12][CH:11]=[CH:16][CH:15]=4)[CH2:18][C:19](=[O:21])[N:9]3[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 103323,4-DiaminotolueneHCID 1046394-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

Product 2

HCID 66759026HCID 66759026, compoundHCID 66759868HCID 66759868, compound

Procedure

By a procedure similar to that of example 1.22.1, starting from commercial 4-methyl-1,2-phenylenediamine and 3-(4-chlorophenyl)glutaric anhydride, a 1:1-mixture of the regioisomers 7-methyl-3-phenyl-3,4-dihydropyrido[1,2-a]benzimidazol-1(2H)-one and 8-methyl-3-phenyl-3,4-dihydropyrido[1,2-a]benzimidazol-1(2H)-one was obtained.

Sources & evidence

ORD record
ord-c6f338270b4544d0a4cbdd8f0d38746a
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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