Dimethylamine → HCID 178483162, compound

HRID 1957131Notes

Reaction equation

HRID 1957131 reaction equation
Cl[CH2:2][C:3]1[CH:11]=[CH:10][C:6]2[NH:7][N:8]=[N:9][C:5]=2[CH:4]=1.[CH3:12][NH:13][CH3:14]>>[CH3:12][N:13]([CH2:2][C:3]1[CH:11]=[CH:10][C:6]2[NH:7][N:8]=[N:9][C:5]=2[CH:4]=1)[CH3:14]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 178478430HCID 178478430, compound

Product 1

HCID 178483162HCID 178483162, compoundYield 63%

Conditions

Temperature
100 °C

Procedure

A mixture of 5-chloromethyl-1H-1,2,3-benzotriazole (Synth. Commun., (1993), 23, 2019) (1.34 g, 8.0 mmol) and dimethylamine (33% solution in ethanol, 10 mL) was heated in an autoclave at 100° C. for 12 hours. The solvent was removed under reduced pressure, and the residue was dissolved in saturated aqueous sodium bicarbonate. A continuous extraction using ethyl acetate was performed, and the resulting solution of the product was dried (MgSO4) and concentrated under reduced pressure to give 5-(N,N-dimethylaminomethyl)-1H-1,2,3-benzotriazole (890 mg, 63%) as a brown hygroscopic gum.

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue was dissolved in saturated aqueous sodium bicarbonate
  3. extractionA continuous extraction
  4. dry with materialthe resulting solution of the product was dried (MgSO4)
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-76f338d384414b50922ebff8bc7a3e93
Source dataset
uspto-grants-1998_07
Patent number
US05783572

Reaction notes

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