2-Chlorobenzaldehyde → HCID 135871092, compound

HRID 1967123Notes

Reaction equation

HRID 1967123 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=O.[O:19]([C:21]#[N:22])[K].Cl.N1C=CC=CC=1.[N+:30]([CH2:32][CH2:33][C:34]1[S:35][CH:36]=[CH:37][CH:38]=1)#[C-:31]>CO>[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]1[N:9]([CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[C:21](=[O:19])[NH:22][C:31]1=[N:30][CH2:32][CH2:33][C:34]1[S:35][CH:36]=[CH:37][CH:38]=1

Participants

7

Reactant 5

HCID 69962-ChlorobenzaldehydeHCID 787361H-Imidazole-1-propanamineHCID 27694972-(2-isocyanoethyl)thiopheneHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compound

Product 1

HCID 135871092HCID 135871092, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

3-Imidazol-1-yl-propylamine (1 mmol) and 2-Chlorobenzaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours 2 ml of a solution of KOCN (KSCN) (2 mmol) and Pyridinehydrochloride (2 mmol) in MeOH is added was added. Finally 2-(2-Isocyano-ethyl)-thiophene (1 mmol) is added. The reaction was stirred at room temperature for 48 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Workup

  1. additionwas added
  2. customAfter evaporation of the solvent the residue
  3. customwas purified with chromatographic methods

Sources & evidence

ORD record
ord-bcc66e8b2e2d411bb902a880e18d2975
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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