Hydrochloric Acid → HCID 12508676, compound

HRID 1633331Notes

Reaction equation

HRID 1633331 reaction equation
[CH2:1]([C:6]1([CH3:18])[CH:11]([CH2:12][CH3:13])[NH:10]C(CC)[NH:8][CH:7]1[CH2:16][CH3:17])[NH:2][CH2:3][CH2:4][CH3:5].Cl>O>[NH2:8][CH:7]([CH2:16][CH3:17])[C:6]([CH:11]([NH2:10])[CH2:12][CH3:13])([CH3:18])[CH2:1][NH:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12508669HCID 12508669, compound

Product 1

HCID 12508676HCID 12508676, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 21.1 grams of 5-(2-azapentyl)-5-methyl-2,4,6-triethylhexahydropyrimidine, prepared as described in example 1, 25 grams of conc. HCl and 25 grams of water was refluxed for 2 hours. The organic layer which separated was removed and discarded and the aqueous solution after extraction with ether was basified with a sodium hydroxide solution. The organic layer which separated was removed and the aqueous phase extracted with ether. The ethereal solution was combined with the organic layer and after drying evaporated under diminished pressure to yield 15.0 grams of 7-amino-6-(1-aminopropyl)-6-methyl-4-azanonane; b.p. 72°-76° C./0.05 torr; Infrared spectrum, 2.97 and 3.05μ (N-H) and 6.15μ (NH2); 'H nuclear magnetic resonance spectrum, solvent CDCl3, internal reference tetramethylsilane, δ in ppm: 3.07-2.30, 6H; 2.00-1.14, 6H; 1.14-0.67, 12H. 13C nuclear magnetic resonance spectrum, solvent CDCl3, internal reference tetramethylsilane, δ in ppm: ##STR7## 11.9(1); 23.2(2); 52.9 and 52.8(3); 54.7 and 54.3(5); 42.9 and 43.1(6); 58.8, 56.7 and 57.5(7,11); 24.9, 24.7 and 25.7(8,12); 12.2(9,13); 19.2 and 17.0(10).

Workup

  1. customprepared
  2. temperaturewas refluxed for 2 hours
  3. customThe organic layer which separated
  4. customwas removed
  5. extractionthe aqueous solution after extraction with ether
  6. customThe organic layer which separated
  7. customwas removed
  8. extractionthe aqueous phase extracted with ether
  9. customafter drying
  10. customevaporated under diminished pressure

Sources & evidence

ORD record
ord-ac4d271be91246adbf866109c4661d80
Source dataset
uspto-grants-1984_10
Patent number
US04480095

Reaction notes

Loading…