4-Bromobenzaldehyde → HCID 178517947, compound

HRID 1967135Notes

Reaction equation

HRID 1967135 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[Br:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[O:20]([C:22]#[N:23])[K].Cl.N1C=CC=CC=1.[N+:31]([C:33]1[CH:42]=[CH:41][C:36]2[O:37][CH2:38][CH2:39][O:40][C:35]=2[CH:34]=1)#[C-:32]>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:16]([C:15]4[CH:18]=[CH:19][C:12]([Br:11])=[CH:13][CH:14]=4)[C:32](=[N:31][C:33]4[CH:42]=[CH:41][C:36]5[O:37][CH2:38][CH2:39][O:40][C:35]=5[CH:34]=4)[NH:23][C:22]3=[O:20])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

7

Reactant 5

HCID 707414-BromobenzaldehydeHCID 27348082,3-DIHYDRO-6-ISOCYANO-1,4-BENZODIOXINEHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compoundHCID 178507353HCID 178507353, compound

Product 1

HCID 178517947HCID 178517947, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and 4-Bromobenzaldehyde (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 6-Isocyano-2,3-dihydro-benzo[1,4]dioxine (μmol) 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-8a072023145d4881b7ead805da1e07e6
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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