Lithium azide → HCID 19047760, compound

HRID 1780815Notes

Reaction equation

HRID 1780815 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[CH3:16])=[O:7].[N-:20]=[N+:21]=[N-:22].[Li+]>CS(C)=O>[N:20]([CH2:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[CH3:16])=[O:7])=[N+:21]=[N-:22]

Participants

4

Reactant 2

HCID 88163Lithium azideHCID 19047709HCID 19047709, compound

Product 1

HCID 19047760HCID 19047760, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To solution of 19 (1.0 g) in dimethylsulfoxide was added lithium azide (0.20 g). The resulting solution was stirred for 3 h, partitioned between ethyl acetate and water. The ethyl acetate layer was several times with water, saturated sodium chloride, dried over magnesium sulfate and concentrated in vacuo to obtain the product. NMR (300 MHz, DMSO-d6) δ 10.0 (1H, s), 7.95 (2H, s), 7.55 (2h, m), 7.08 (3H, s), 4.55 (2H, s), 2.26 (3H, s), 2.07 (3H, s).

Workup

  1. custompartitioned between ethyl acetate and water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customto obtain the product

Sources & evidence

ORD record
ord-edd6ae9d5fb745afb96d687e4f938dc6
Source dataset
uspto-grants-1997_05
Patent number
US05631280

Reaction notes

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