Formaldehyde → HCID 53790982, compound

HRID 582278Notes

Reaction equation

HRID 582278 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2=[N:6][N:7]([C:9]3[CH:14]=[C:13]([CH2:15][CH2:16][OH:17])[CH:12]=[CH:11][C:10]=3[OH:18])[N:8]=[C:4]2[CH:3]=1.[CH2:21]=O.[CH2:23]([NH:25][CH2:26][CH3:27])[CH3:24]>C(O)CCC>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2=[N:6][N:7]([C:9]3[CH:14]=[C:13]([CH2:15][CH2:16][OH:17])[CH:12]=[C:11]([CH2:21][N:25]([CH2:26][CH3:27])[CH2:23][CH3:24])[C:10]=3[OH:18])[N:8]=[C:4]2[CH:3]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 544779472-(5-chloro-2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)phenol

Product 1

HCID 53790982HCID 53790982, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
105 °C

Procedure

In 25 ml of n-butanol were dissolved 29.0 g (0.1 mols) of the purified product of 2-(5-chloro-2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)phenol synthesized in Example 7, 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 37.0 g of objective 2-(5-chloro-2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)-6-(N,N-diethylaminomethyl)phenol as a brown oil (yield 93.9%, purity 95.0%).

Workup

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

Sources & evidence

ORD record
ord-14805592f3034e5d9fa36f108851f51c
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

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