2-Chlorobenzaldehyde → HCID 25027763, compound

HRID 1929539Notes

Reaction equation

HRID 1929539 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([NH2:10])=N)[CH:3]=1.[Cl:11][C:12]1[CH:19]=[C:18](F)[CH:17]=[CH:16][C:13]=1C=O.Cl.C(C1C=[N:29][CH:28]=[CH:27][NH+:26]=1)(=N)N.Cl[C:32]1[CH:39]=CC=C[C:33]=1[CH:34]=[O:35]>>[N:26]1[CH:27]=[CH:28][N:29]=[CH:5][C:6]=1[C:7]1[NH:2][C:3]2[CH2:39][CH2:32][CH2:33][C:34](=[O:35])[C:4]=2[CH:8]([C:19]2[CH:18]=[CH:17][CH:16]=[CH:13][C:12]=2[Cl:11])[N:10]=1

Participants

5

Reactant 4

HCID 69962-ChlorobenzaldehydeHCID 1450242-Chloro-4-fluorobenzaldehydeHCID 202042Nicotinamidine hydrochlorideHCID 178479322HCID 178479322, compound

Product 1

HCID 25027763HCID 25027763, compoundYield 29%

Procedure

The method of Example 3 was used, wherein 3-pyridinecarboxamidine hydrochloride and 2-chloro-4-fluorobenzaldehyde were separately replaced by 2-amidinopyrazinium hydrochloride and 2-chlorobenzaldehyde to obtain a yellow solid of 0.21 g (yield 29%); 1H-NMR (400 MHz, CDCl3) δ 2.15-2.19 (2H, m, CH2); 2.45-2.85 (4H, s, CH2); 6.19 (1H, s, CH); 7.13-7.40 (4H, m, ArH); 8.27 (1H, s, ArH); 8.51 (H, m, ArH); 8.69 (H, m, ArH); 9.57 (1H, s, NH). MS (EI) 338.2 (M+).

Workup

  1. customto obtain a yellow solid of 0.21 g (yield 29%)

Sources & evidence

ORD record
ord-713156a892804fceb0a1bb322194c3b6
Source dataset
uspto-grants-2012_05
Patent number
US08188091B2

Reaction notes

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