4-Chlorobenzaldehyde → HCID 178517655, compound

HRID 706320Notes

Reaction equation

HRID 706320 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[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[Si](C#N)(C)(C)C.[N:26]1([C:31](N2C=CN=C2)=[O:32])C=CN=[CH:27]1>>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:16]([C:15]4[CH:18]=[CH:19][C:12]([Cl:11])=[CH:13][CH:14]=4)[CH2:27][NH:26][C:31]3=[O:32])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

5

Reactant 4

HCID 77264-ChlorobenzaldehydeHCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanide

Product 1

HCID 178517655HCID 178517655, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 4-chlorobenzaldehyde (0.56 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA 1.93 mL, 13.9 mmol), di-(imidazol-1-yl)methanone (1.12 g, 6.9 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-6005b2fbdade4581a9dbceb84ab69363
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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