Hydrochloric Acid → HCID 14801591, compound

HRID 374383Notes

Reaction equation

HRID 374383 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([N:10]([CH2:13][CH3:14])CC)C.[C:15]1([CH2:26][CH2:27][C:28](Cl)=[O:29])[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][C:23](Cl)=[O:24])=[CH:17][CH:16]=1.Cl>C(Cl)Cl.O>[CH:1]1([NH:7][C:28](=[O:29])[CH2:27][CH2:26][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][C:23]([NH:10][CH:13]3[CH2:14][CH2:3][CH2:2][CH2:1][CH2:6]3)=[O:24])=[CH:17][CH:16]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7965CyclohexylamineHCID 8471TriethylamineHCID 14801590HCID 14801590, compound

Product 1

HCID 14801591HCID 14801591, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4.9 g of cyclohexylamine and 5.4 g of triethylamine in 100 ml of methylenechloride, was added 5.8 g of 1,4-phenylenedipropionyl chloride under ice cooling with stirring. Stirring was continued for 3 hours at room temperature, and 500 ml of water was added to the reaction solution. Conc.-HCl was added to the mixture until aqueous layer became weak- acidic. The solid material precipitated was collected by filtration, washed with methylenechloride and water in that order, and dried, giving 7.4 g of N,N'-dicyclohexyl-1,4-phenylenedipropionamide.

Workup

  1. stirringStirring
  2. customThe solid material precipitated
  3. filtrationwas collected by filtration
  4. washwashed with methylenechloride and water in that order
  5. customdried

Sources & evidence

ORD record
ord-77df8d12185b4a4e8b3995cbd955e2c6
Source dataset
uspto-grants-1992_11
Patent number
US05166429

Reaction notes

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