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Diethanolamine → 2-(2'-Hydroxy-3'-tert-butyl-5'-(bis(2-hydroxyethyl)aminomethyl)phenyl)-5-chlorobenzotriazole

HRID 381680
Notes
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Reaction equation

HRID 381680 reaction equation
[OH:1][C:2]1[C:7]([C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:6][C:5]([CH3:12])=[CH:4][C:3]=1[N:13]1[N:17]=[C:16]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:15]2=[N:14]1.[NH:23]([CH2:27][CH2:28][OH:29])[CH2:24][CH2:25][OH:26]>CC(C)=O>[OH:1][C:2]1[C:7]([C:8]([CH3:9])([CH3:11])[CH3:10])=[CH:6][C:5]([CH2:12][N:23]([CH2:27][CH2:28][OH:29])[CH2:24][CH2:25][OH:26])=[CH:4][C:3]=1[N:13]1[N:17]=[C:16]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:15]2=[N:14]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 62531Tinuvin

Product 1

HCID 129945682-(2'-Hydroxy-3'-tert-butyl-5'-(bis(2-hydroxyethyl)aminomethyl)phenyl)-5-chlorobenzotriazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
80 °C

Procedure

2-(2′-Hydroxy-3′-tert-butyl-5′-methylphenyl)-5-chlorobenzotriazole (3.95 g. 0.01 mole), diethanol amine (3.14 g 0.03 mole) was dissolved in 100 ml. of acetone The reaction mixture was refluxed with constant stirring at 80° C. for 6 h. The solvent was then removed by rotary evaporation. Crude product was purified using silica gel column chromatography. Product was identified by 1H-NMR.

Workup

  1. customThe solvent was then removed by rotary evaporation
  2. customCrude product was purified

Sources & evidence

ORD record
ord-f655a7e6d5de4c63ac726d0f27f9558a
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06307055B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes