N,N-Dimethyl-1,3-propanediamine → HCID 20317663, compound

HRID 867155Notes

Reaction equation

HRID 867155 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[C:8]12([C:18]([Cl:20])=[O:19])[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2>C1C=CC=CC=1>[ClH:20].[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:18]([C:8]12[CH2:17][CH:12]3[CH2:11][CH:10]([CH2:16][CH:14]([CH2:13]3)[CH2:15]1)[CH2:9]2)=[O:19]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 989151-Adamantanecarbonyl chloride

Product 1

HCID 20317663HCID 20317663, compoundYield 67.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2.5 grams of N,N-dimethyl-1,3-propane diamine was added to a cold solution of 5 grams 1-adamantane carboxylic acid chloride in 15 cc benzene. An immediate precipitate formed. The mixture was stirred and permitted to sit for thirty minutes. The precipitate was washed with benzene several times, centrifuged, and dried in vacuum, yielding 5 grams of N-(3-dimethylaminopropyl)adamantane-1- carboxamide hydrochloride having a melting point of 154°-157° C. This product was dissolved in 150 cc acetone, placed in a refrigerator for crystal growth and 4.8 gms of the product was recovered.

Workup

  1. customAn immediate precipitate formed
  2. waitto sit for thirty minutes
  3. washThe precipitate was washed with benzene several times
  4. customcentrifuged, and dried in vacuum

Sources & evidence

ORD record
ord-cb614747b4f1474db275e39c7b5c2ebf
Source dataset
uspto-grants-1978_07
Patent number
US04102994

Reaction notes

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