Triethylamine → HCID 22164882, compound

HRID 1032702Notes

Reaction equation

HRID 1032702 reaction equation
Cl.Cl.CN([N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)C.C([N:14]([CH2:17]C)[CH2:15]C)C.[Cl:19][C:20]1[CH:21]=[C:22]([CH:26]=[C:27]([Cl:29])[CH:28]=1)[C:23](Cl)=[O:24]>ClCCl>[CH3:17][N:14]([CH3:15])[CH:10]1[CH2:9][CH2:8][CH2:7][N:6]([C:23](=[O:24])[C:22]2[CH:21]=[C:20]([Cl:19])[CH:28]=[C:27]([Cl:29])[CH:26]=2)[CH2:11]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 761913,5-Dichlorobenzoyl chlorideHCID 22164878HCID 22164878, compound

Product 1

HCID 22164882HCID 22164882, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3 dimethylaminopiperidine dihydrochloride (0 9 g, 0.005 mol), triethylamine (1.5 g, 0.015 mol) and dichloromethane (20 ml) was stirred for 15 min. 3,5-Dichlorobenzoylchloride (1.05 g, 0.005 mol) was then added and stirring continued for a further 2 h. The solution was then washed with aqueous sodium carbonate solution, dried and evaporated. The residue was dissolved in isopropyl alcohol (15 ml) and acidified with ethanolic hydrogen chloride to precipitate the crystalline hydrochloride 1.3 g, mp 242-244° C.

Workup

  1. stirringstirring
  2. waitcontinued for a further 2 h
  3. washThe solution was then washed with aqueous sodium carbonate solution
  4. customdried
  5. customevaporated
  6. dissolutionThe residue was dissolved in isopropyl alcohol (15 ml)
  7. customto precipitate the crystalline hydrochloride 1.3 g, mp 242-244° C.

Sources & evidence

ORD record
ord-a0a56b94a4264228af5d44e1fb0ab0d6
Source dataset
uspto-grants-1990_09
Patent number
US04959375

Reaction notes

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