5-Aminobenzimidazole → HCID 178517643, compound

HRID 706293Notes

Reaction equation

HRID 706293 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.[Cl:11][C:12]1[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:13]=1[CH:14]=O.[Si](C#N)(C)(C)C.[N:27]1([C:32](N2C=CN=C2)=[O:33])C=CN=[CH:28]1>>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:14]([C:13]4[CH:16]=[CH:17][CH:18]=[C:19]([Cl:20])[C:12]=4[Cl:11])[CH2:28][NH:27][C:32]3=[O:33])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 357452,3-DichlorobenzaldehydeHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanide

Product 1

HCID 178517643HCID 178517643, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 2,3-dichloro-benzaldehyde (0.700 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA (0.5 mL, 3.6 mmol), di-(imidazol-1-yl)methanone (0.308, 1.9 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-1aa64b5a41ad49c98b650695b852e0b8
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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