Formaldehyde → HCID 54381608, compound

HRID 582277Notes

Reaction equation

HRID 582277 reaction equation
[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][OH:18])[CH:13]=[CH:12][C:11]=2[OH:19])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[CH2:20]=O.[CH2:22]([NH:24][CH2:25][CH3:26])[CH3:23]>C(O)CCC>[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][OH:18])[CH:13]=[C:12]([CH2:20][N:24]([CH2:25][CH3:26])[CH2:22][CH3:23])[C:11]=2[OH:19])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 688251Benzeneethanol, 3-(2H-benzotriazol-2-yl)-4-hydroxy-

Product 1

HCID 54381608HCID 54381608, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
105 °C

Procedure

In 25 ml of n-butanol were dissolved 25.5 g (0.1 mols) of the purified product of 2-(2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)phenol synthesized in Example 6, 5.2 g of 80% paraformaldehyde and 11.0 g (0.15 mols) of diethylamine. The solution was refluxed with heating at 105° C. for 24 hours. After completion of the reaction, the solvent and remaining raw materials were collected under reduced pressure, giving 34.7 g of objective 2-(2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)-6-(N,N-diethylaminomethyl)phenol as a brown oil (yield 98.9%, purity 96.9%).

Workup

  1. temperatureThe solution was refluxed
  2. customAfter completion of the reaction
  3. customwere collected under reduced pressure

Sources & evidence

ORD record
ord-ff46dd5a054541bb901917e3c8f6e05e
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

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