Sodium Azide → HCID 59845660, compound

HRID 1819382Notes

Reaction equation

HRID 1819382 reaction equation
[Cl:1][C:2]1[C:13]([N:14]([CH3:16])[CH3:15])=[CH:12][CH:11]=[CH:10][C:3]=1[CH2:4]OS(C)(=O)=O.[N-:17]=[N+:18]=[N-:19].[Na+]>CN(C=O)C>[N:17]([CH2:4][C:3]1[C:2]([Cl:1])=[C:13]([N:14]([CH3:16])[CH3:15])[CH:12]=[CH:11][CH:10]=1)=[N+:18]=[N-:19]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86602885HCID 86602885, compound

Product 1

HCID 59845660HCID 59845660, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Methanesulfonic acid 2-chloro-3-dimethylamino-benzyl ester was placed in a round bottomed flask with DMF (8 mL). Sodium azide (0.35 g, 5.38 mmol) was added and the reaction was heated to 60° C. for 3 h. The reaction was cooled to rt, and the solvent was removed in vacuo. The residual crude material was purified by column chromatography using hexanes/ethyl acetate (1:1) as eluent to afford (3-azidomethyl-2-chloro-phenyl)-dimethyl-amine

Workup

  1. temperatureThe reaction was cooled to rt
  2. customthe solvent was removed in vacuo
  3. customThe residual crude material was purified by column chromatography

Sources & evidence

ORD record
ord-2ad4d08fbc3642898045af8eca25b6a7
Source dataset
uspto-grants-2009_10
Patent number
US07601714B2

Reaction notes

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