Hydrochloric Acid → HCID 22736668, compound

HRID 382527Notes

Reaction equation

HRID 382527 reaction equation
N1C=CC=CC=1NC1C=CC=CC=1N.[Cl:15]C1C=CC=CC=1/C=C/C(Cl)=O.[N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]1[C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=2[N:35]=[C:34]1/[CH:42]=[CH:43]/[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1.[ClH:50]>CO>[ClH:15].[Cl:50][C:49]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1/[CH:43]=[CH:42]/[C:34]1[N:33]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][N:27]=2)[C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=2[N:35]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 752150N1-(pyridin-2-yl)benzene-1,2-diamineHCID 5702880(2E)-3-(2-Chlorophenyl)-2-propenoyl chlorideHCID 9796241(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

Product 1

HCID 22736668HCID 22736668, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Free base of the titled compound was prepared from N-(2-pyridyl)-o-phenylenediamine and (E)-2-chlorocinnamoyl chloride (Amino, Y.; Kawada, K.; Toi, K.; Kumashiro, I.; Fukushima, K. Chem. Pharm. Bull., 1988, 36, 4426) according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method A). The free base was dissolved with a 10% methanol solution of hydrogen chloride (5 ml). Concentration and recrystallization from ethyl acetate/ethanol yielded the titled compound.

Workup

  1. concentrationConcentration and recrystallization from ethyl acetate/ethanol

Sources & evidence

ORD record
ord-30de4535e44a4ae48cccd700acc8267e
Source dataset
uspto-grants-2001_10
Patent number
US06310079B1

Reaction notes

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