Sodium Azide → HCID 135965019, compound

HRID 1701860Notes

Reaction equation

HRID 1701860 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([CH3:12])[CH:6]=1)=[S:4].[N-:13]=[N+:14]=[N-:15].[Na+]>O1CCCC1.O>[N:13]([CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([CH3:12])[CH:6]=1)=[S:4])=[N+:14]=[N-:15]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 136191011HCID 136191011, compound

Product 1

HCID 135965019HCID 135965019, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product of Step A (150.5 g, 0.576 mole) in tetrahydrofuran (1 liter) cooled to 20° C., add dropwise sodium azide (37.4 g, 0.576 mole) in water (450 ml) and stir for five hours. Partially evaporate the solvent and extract the concentrated reaction mixture with chloroform. Dry the organic phase and evaporate in vacuo to obtain 2-azido-4'-hydroxy-3'-methylthioacetophenone, mp. 124°-129° C.

Workup

  1. customPartially evaporate the solvent
  2. extractionextract
  3. customthe concentrated reaction mixture with chloroform
  4. customDry the organic phase
  5. customevaporate in vacuo

Sources & evidence

ORD record
ord-df2e50b1a1ce434f8edb0a9e077adfd2
Source dataset
uspto-grants-1983_04
Patent number
US04379166

Reaction notes

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