1H-Benzotriazole-1-methanol → HCID 838408, compound

HRID 1756473Notes

Reaction equation

HRID 1756473 reaction equation
O[CH2:2][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[N:4]1.Cl.[NH2:13][OH:14]>CO>[N:3]1([CH2:2][N:13]([CH2:2][N:3]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[N:5]=[N:4]2)[OH:14])[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[N:4]1

Participants

4

Reactant 2

HCID 2241691H-Benzotriazole-1-methanolHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 838408HCID 838408, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 1-(hydroxymethyl)benzotriazole (44.8 parts) in 375 parts of methanol at room temperature was added 10.4 parts of hydroxylamine hydrochloride. The reaction mixture was stirred at room temperature for about five hours and then placed in a freezer for about six hours. The precipitated white solid was filtered, washed with cold water and dried in vacuo (in presence of phosphorus pentoxide). The dried product, m.p. 175°-7° C. (reported m.p. 173°-4° C.), 24 parts: was identified as N,N-bis (benzotriazol-1-yl methyl) hydroxylamine (54.2% yield) by 1H and 13C NMR spectral analysis.

Workup

  1. waitplaced in a freezer for about six hours
  2. filtrationThe precipitated white solid was filtered
  3. washwashed with cold water
  4. dry with materialdried in vacuo (in presence of phosphorus pentoxide)

Sources & evidence

ORD record
ord-f579d7bb06354080ba7bf7ac93ebc189
Source dataset
uspto-grants-1995_08
Patent number
US05441563

Reaction notes

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