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1,4-Benzenedimethanamine → HCID 86738306, Verbindung

HRID 2059104
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2059104
[OH:1][CH:2]([CH:26]1[CH2:31][C:30]([CH3:33])([CH3:32])[NH:29][C:28]([CH3:35])([CH3:34])[CH2:27]1)[CH2:3][NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH:13]([CH:15]2[CH2:20][C:19]([CH3:22])([CH3:21])[NH:18][C:17]([CH3:24])([CH3:23])[CH2:16]2)[OH:14])[N:8]=[C:7](Cl)[N:6]=1.[C:36]1([CH2:44][NH2:45])[CH:41]=[CH:40][C:39]([CH2:42][NH2:43])=[CH:38][CH:37]=1>C1(C)C(C)=CC=CC=1>[OH:1][CH:2]([CH:26]1[CH2:31][C:30]([CH3:33])([CH3:32])[NH:29][C:28]([CH3:35])([CH3:34])[CH2:27]1)[CH2:3][NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH:13]([CH:15]2[CH2:20][C:19]([CH3:22])([CH3:21])[NH:18][C:17]([CH3:24])([CH3:23])[CH2:16]2)[OH:14])[N:8]=[C:7]([NH:43][CH2:42][C:39]2[CH:40]=[CH:41][C:36]([CH2:44][NH:45][C:7]3[N:8]=[C:9]([NH:11][CH2:12][CH:13]([CH:15]4[CH2:20][C:19]([CH3:22])([CH3:21])[NH:18][C:17]([CH3:23])([CH3:24])[CH2:16]4)[OH:14])[N:10]=[C:5]([NH:4][CH2:3][CH:2]([CH:26]4[CH2:27][C:28]([CH3:35])([CH3:34])[NH:29][C:30]([CH3:33])([CH3:32])[CH2:31]4)[OH:1])[N:6]=3)=[CH:37][CH:38]=2)[N:6]=1
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Komponenten

4

Edukt 2

HCID 683151,4-BenzenedimethanamineHCID 867383042,4-Bis{2-hydroxy-N-(2,2,6,6-tetramethyl-4-piperidyl)ethylamino}-6-chloro-1,3,5-triazine

Produkt 1

HCID 86738306HCID 86738306, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

2,4-Bis{2-hydroxy-N-(2,2,6,6-tetramethyl-4-piperidyl)ethylamino}-6-chloro-1,3,5-triazine (15.4 g) and p-xylylenediamine (1.4 g) were dissolved in xylene (50 ml) and the solution was heated to reflux for 5 hours. The reaction mixture was poured into ice water. After saturation with potassium carbonate, the mixture was extracted with a mixture of benzene (300 ml) and chloroform (500 ml). The extract was dried over anhydrous potassium carbonate and benzene and chloroform were distilled off. The resulting residue was treated with silica gel column chromatography (eluent=ethyl acetate:triethylamine:ethanol=3:1:1) to yield crystals, which were recrystallized from cyclohexane to give the desired product with a melting point of 151°-156° C.

Aufarbeitung

  1. temperaturethe solution was heated
  2. temperatureto reflux for 5 hours
  3. extractionAfter saturation with potassium carbonate, the mixture was extracted with a mixture of benzene (300 ml) and chloroform (500 ml)
  4. dry with materialThe extract was dried over anhydrous potassium carbonate and benzene and chloroform
  5. distillationwere distilled off
  6. additionThe resulting residue was treated with silica gel column chromatography (eluent=ethyl acetate:triethylamine:ethanol=3:1:1)
  7. customto yield crystals, which
  8. customwere recrystallized from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-501d09a5556148c89bce40828176d416
Quelldatensatz
uspto-grants-1982_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04321374

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