3-Chloro-2,6-difluorobenzaldehyde → HCID 178517957, compound

HRID 1967128Notes

Reaction equation

HRID 1967128 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.[Cl:11][C:12]1[C:13]([F:21])=[C:14]([C:17]([F:20])=[CH:18][CH:19]=1)[CH:15]=O.[O:22]([C:24]#[N:25])[K].Cl.N1C=CC=CC=1.[N+:33]([CH:35]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH2:38][CH2:37][CH2:36]1)#[C-:34]>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:15]([C:14]4[C:17]([F:20])=[CH:18][CH:19]=[C:12]([Cl:11])[C:13]=4[F:21])[C:34](=[N:33][CH:35]4[C:44]5[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=5)[CH2:38][CH2:37][CH2:36]4)[NH:25][C:24]3=[O:22])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

7

Reactant 5

HCID 7363383-Chloro-2,6-difluorobenzaldehydeHCID 27594691,2,3,4-Tetrahydro-1-isocyanonaphthaleneHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compoundHCID 178507353HCID 178507353, compound

Product 1

HCID 178517957HCID 178517957, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and 3-Chloro-2,6-difluorobenzaldehyde (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 1-Isocyano-1,2,3,4-tetrahydro-naphthalene (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-f10f4d3cd89d4ed59e64d655e59fada0
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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