Sodium Hydroxide → HCID 19082942, compound

HRID 1901814Notes

Reaction equation

HRID 1901814 reaction equation
Cl.[CH2:2]([NH:6][CH2:7][CH2:8][Cl:9])[CH2:3][CH2:4][CH3:5].[N-:10]=[N+:11]=[N-:12].[Na+].[OH-].[Na+]>CN(C=O)C.CCOCC>[ClH:9].[CH2:2]([NH:6][CH2:7][CH2:8][N:10]=[N+:11]=[N-:12])[CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 33557Sodium AzideHCID 13014039HCID 13014039, compound

Product 1

HCID 19082942HCID 19082942, compoundYield 68.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

7.0 g of 2-butylamino-ethyl chloride hydrochloride (Org. Synth. IV 1963, 333) are stirred together with 7.9 g of sodium azide in 50 ml of DMF at 50°. After cooling, 82 ml of 1N sodium hydroxide solution are added dropwise. The mixture is taken up in 700 ml of ether, washed with water and, after drying the ether phase, treated with 25 ml of hydrochloric acid (5 molar in dioxane). After evaporating the ether phase, the residue is suspended in ether. The crystals are filtered and washed with ether. There are obtained 5 g of 2-butylamino-ethyl azide hydrochloride, Rf=0.14.

Workup

  1. temperatureAfter cooling
  2. washwashed with water
  3. dry with materialafter drying the ether phase
  4. additiontreated with 25 ml of hydrochloric acid (5 molar in dioxane)
  5. customAfter evaporating the ether phase
  6. filtrationThe crystals are filtered
  7. washwashed with ether

Sources & evidence

ORD record
ord-433bf982bba1449984ab17f3df234cfc
Source dataset
uspto-grants-1996_11
Patent number
US05578594

Reaction notes

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