Hydrochloric Acid → 1-(1,5,6,7-Tetrahydro-5,5,7,7-tetramethyl-6-oxoindeno[5,6-d]imidazol-2-yl)pyridinium chloride hydrochloride

HRID 35452Notes

Reaction equation

HRID 35452 reaction equation
NC1S[C:4](S)=[N:5]N=1.COC1C=CN=C(CS([C:19]2[NH:23][C:22]3[CH:24]=[C:25]4[C:29](=[CH:30][C:21]=3[N:20]=2)[C:28]([CH3:32])([CH3:31])[C:27](=[O:33])[C:26]4([CH3:35])[CH3:34])=O)C=1C.[ClH:37]>>[ClH:37].[Cl-:37].[CH3:31][C:28]1([CH3:32])[C:29]2[C:25](=[CH:24][C:22]3[NH:23][C:19]([N+:5]4[CH:4]=[CH:24][CH:22]=[CH:21][CH:30]=4)=[N:20][C:21]=3[CH:30]=2)[C:26]([CH3:35])([CH3:34])[C:27]1=[O:33]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1278035,7-Dihydro-2-(((4-methoxy-3-methyl-2-pyridinyl)methyl)sulfinyl)-5,5,7,7-tetramethylindeno(5,6-d)imidazol-6(1H)-oneHCID 178509208HCID 178509208, compound

Product 1

HCID 867423911-(1,5,6,7-Tetrahydro-5,5,7,7-tetramethyl-6-oxoindeno[5,6-d]imidazol-2-yl)pyridinium chloride hydrochloride

Procedure

1.1 g of 2-amino-5-mercapto-1,3,4-thiadiazole are dissolved in 15 ml of about 6N methanolic hydrochloric acid. The solution is treated with 3 g of 5,7-dihydro-2-[[(4-methoxy-3 -methyl-2-pyridyl)methyl]sulphinyl]-5,5,7,7 -tetramethylindeno[5,6-d]imidazol-6(1H )-one. stirred at room temperature and then concentrated by means of a water-jet pump until crystallization is complete. The 2-[[5-amino-1,3,4-thiadiazol-2 -yl)dithio]methyl]-1-(1,5,6,7 -tetrahydro-5,5,7,7-tetramethyl-6 -oxoindeno[5,6-d]imidazol-2-yl)pyridinium chloride hydrochloride obtained is filtered off and washed with cold methanol; it exhibits a melting point of 161° (decomposition).

Workup

  1. concentrationconcentrated by means of a water-jet pump until crystallization

Sources & evidence

ORD record
ord-0af51170ce164f87885239c4d6e4c926
Source dataset
uspto-grants-1988_08
Patent number
US04766133

Reaction notes

Loading…