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

HRID 1730375Notes

Reaction equation

HRID 1730375 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 coldsolution of 5 grams 1-adamantane carboxylic acid chloride in 15cc benzene. An immediate precipitate formed. The mixture was stirred and permitted to sit for 30 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. washThe precipitate was washed with benzene several times,centrifuged
  3. customdried in vacuum

Sources & evidence

ORD record
ord-953b38262acf42488d14fa14e9cee783
Source dataset
uspto-grants-1976_11
Patent number
US03992431

Reaction notes

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