Benzoyl chloride → HCID 20379919, compound

HRID 1448478Notes

Reaction equation

HRID 1448478 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)#[C:11][CH3:12].C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:1]([N:16]1[CH2:17][CH2:18][N:13]([C:10]#[C:11][CH3:12])[CH2:14][CH2:15]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 20379915HCID 20379915, compound

Product 1

HCID 20379919HCID 20379919, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 5.6 g. of benzoyl chloride was added to a stirred solution of 1.96 g. of N-propynyl piperazine, 4.04 g. of triethylamine and 100 ml. of chloroform. The mixture was stirred 4 hours, filtered and the filtrate washed in sequence with 100 ml. of water, 100 ml. of 5% aqueous potassium carbonate and 100 ml. of water. The chloroform solution was then evaporated in vacuo to produce a white solid. Crystallization from cyclohexane produced the expected white crystals of N'-benzoyl-N-propynyl piperazine, m.p. 94°-5° C.

Workup

  1. filtrationfiltered
  2. washthe filtrate washed in sequence with 100 ml
  3. customThe chloroform solution was then evaporated in vacuo
  4. customto produce a white solid
  5. customCrystallization from cyclohexane

Sources & evidence

ORD record
ord-73c4fc1c2935479492eec7b8f7bac030
Source dataset
uspto-grants-1979_12
Patent number
US04180574

Reaction notes

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