Triethylamine → HCID 2489540, compound

HRID 2253667Notes

Reaction equation

HRID 2253667 reaction equation
C(N(CC)CC)C.[NH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1.[C:17]([C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)#[N:18]>O1CCCC1>[C:13]([C:12]1[CH:15]=[CH:16][C:9]([NH:8][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][C:19]([C:17]#[N:18])=[CH:20][CH:21]=2)=[CH:10][CH:11]=1)#[N:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 133964-AminobenzonitrileHCID 801724-Cyanobenzoyl chloride

Product 1

HCID 2489540HCID 2489540, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

13.1 g (0.13 moles) of triethylamine were added to a solution of 14.2 g (0.12 moles) of 4-aminobenzonitrile in 100 ml of tetrahydrofuran and the temperature was then kept at about 5° C. and 20 g (0.12 moles) of 4-cyanobenzoyl chloride were added dropwise. The mixture was left to react for 12 h under agitation. The solvent was evaporated, the residue was taken up with H2O and the precipitate formed was filtered. The precipitate was washed with dilute HC1, a 10% solution of bicarbonate and again with H2O.

Workup

  1. customwas then kept at about 5° C.
  2. waitThe mixture was left
  3. customto react for 12 h under agitation
  4. customThe solvent was evaporated
  5. customthe precipitate formed
  6. filtrationwas filtered
  7. washThe precipitate was washed with dilute HC1

Sources & evidence

ORD record
ord-24ad0bbdccfe4eb59e54520e2d9a81b6
Source dataset
uspto-grants-1993_08
Patent number
US05232937

Reaction notes

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