Benzoyl chloride → HCID 836063, compound

HRID 1715676Notes

Reaction equation

HRID 1715676 reaction equation
[NH2:1][C:2]1[C:3]([Cl:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[C:9](Cl)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>N1C=CC=CC=1>[Cl:8][C:3]1[C:2]([NH:1][C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 805282-Chloro-3-pyridylamine

Product 1

HCID 836063HCID 836063, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4.57 g 3-amino-2-chloropyridine (36 mmol) and 30 mL pyridine were mixed in an ice bath. 5.0 g benzoyl chloride (36 mol) was then added. After return to room temperature and reaction for 4 hr, the reaction was quenched by water. After extraction three times by ethyl acetate, an ethyl acetate layer was collected and washed by 1M HCl solution. After drying, filtration, concentration, and purification by silicon-gel column, 7.21 g solid was obtained, with a yield of 88%.

Workup

  1. customAfter return to room temperature and reaction for 4 hr
  2. customthe reaction was quenched by water
  3. extractionAfter extraction three times by ethyl acetate
  4. customan ethyl acetate layer was collected
  5. washwashed by 1M HCl solution
  6. customAfter drying
  7. filtrationfiltration, concentration, and purification by silicon-gel column

Sources & evidence

ORD record
ord-ec26ed74f77e4255aa9122612271721d
Source dataset
uspto-grants-2010_09
Patent number
US07799918B2

Reaction notes

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