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

HRID 1112629Notes

Reaction equation

HRID 1112629 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 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
  3. customcentrifuged, and dried in vacuum

Sources & evidence

ORD record
ord-4ce19a167096467da17b6d84850fd007
Source dataset
uspto-grants-1978_10
Patent number
US04123514

Reaction notes

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