Benzoyl chloride → Benzamide

HRID 847159Notes

Reaction equation

HRID 847159 reaction equation
C([N:3](CC)CC)C.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>ClCCl>[C:8]([NH2:3])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 8471Triethylamine

Product 1

HCID 2331Benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred mixture of 2.5 parts of compound 36, 0.44 parts of N,N-diethylethanamine and 399 parts of dichloromethane were added 0.85 parts of benzoyl chloride. The whole was refluxed for 18 hours. After cooling, the reaction mixture was washed with 50 parts of water, dried, filtered and evaporated. The residue was solidified in acetonitrile. The product was filtered off and dried, yielding 2.3 parts (75.4%) of N-5-[2-[4-[bis (4-fluorophenyl)-methylene]-1-piperidinyl]ethyl]-3,4-dihydro-3,6-dimethyl-4-oxo-2-pyrimidinyl]benzamide; mp. 239.6° C. (comp. 56).

Workup

  1. temperatureThe whole was refluxed for 18 hours
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with 50 parts of water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. filtrationThe product was filtered off
  8. customdried

Sources & evidence

ORD record
ord-4f45a378740b4250857bd16431b27c6e
Source dataset
uspto-grants-1992_08
Patent number
US05140029

Reaction notes

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