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

HRID 614060Notes

Reaction equation

HRID 614060 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 15cc 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 150cc 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-b6ac914c733e4883b001f6ab2cc32572
Source dataset
uspto-grants-1979_03
Patent number
US04143127

Reaction notes

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