Sodium Azide → HCID 86024166, compound

HRID 2117628Notes

Reaction equation

HRID 2117628 reaction equation
Cl[CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.[N-:19]=[N+:20]=[N-:21].[Na+].CCN(C(C)C)C(C)C>CS(C)=O.C(OCC)(=O)C>[N:19]([CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)=[N+:20]=[N-:21]

Participants

6

Reactant 3

HCID 33557Sodium AzideHCID 81531DiisopropylethylamineHCID 117711831-(2-Chloroethyl)-4-(4-nitrophenyl)piperazine

Product 1

HCID 86024166HCID 86024166, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

1-(2-Chloroethyl)-4-(4-nitrophenyl)piperazine (1 g, 0.0033 mol) was dissolved in dimethylsulphoxide (30 mL) and sodium azide (0.34 g, 0.0052 mol) was added followed by Hunig's base (0.84 g, 0.0065 mol). The mixture was stirred at 80° C. overnight in a sealed tube, then diluted with ethyl acetate and washed with water, dried and evaporated to yield the title compound. LCMS: 90%, t=0.85 min, [MH+]=277.26.

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-b23d9e8950b4403699044216f093cfb8
Source dataset
uspto-grants-2008_10
Patent number
US07442698B2

Reaction notes

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