Pyrimidine, 1,4,5,6-tetrahydro-1,2-dimethyl- → 1,5-Diazabicyclo(4.3.0)non-5-ene

HRID 907245

Reaktionsgleichung

Reaktionsgleichung von HRID 907245
[N:1]12[CH2:10][CH2:9][CH2:8][NH:7][C:6]1=[N:5][CH2:4][CH2:3][CH2:2]2.C[N:12]1[CH2:21][CH2:20][CH2:19][N:18]2[C:13]1=N[CH2:15][CH2:16][CH2:17]2.C(NC(N)=N)[CH2:23][CH2:24][CH3:25].CN1[CH2:36][CH2:35][CH2:34]N=C1C.C(NC(NC(N)=N)=N)CCC.[SiH3]O>>[CH2:4]1[CH2:3][CH2:2][N:1]2[C:6](=[N:7][CH2:8][CH2:9][CH2:10]2)[CH2:16][CH2:15]1.[CH2:16]1[CH2:17][N:18]2[C:13](=[N:12][CH2:21][CH2:20][CH2:19]2)[CH2:15]1.[C:4]1([NH:5][C:6]([NH:7][C:8]2[CH:36]=[CH:35][CH:34]=[CH:10][CH:9]=2)=[NH:1])[CH:3]=[CH:2][CH:25]=[CH:24][CH:23]=1

Komponenten

9

Edukt 6

HCID 77953Pyrimidine, 1,4,5,6-tetrahydro-1,2-dimethyl-HCID 79873TriazabicyclodeceneHCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneHCID 142154SilanolHCID 178449209HCID 178449209, VerbindungHCID 178449219HCID 178449219, Verbindung

Produkt 3

HCID 763491,5-Diazabicyclo(4.3.0)non-5-eneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178511992HCID 178511992, Verbindung

Versuchsvorschrift

As shown in Table 1, 1,5,7-triazabicyclo[4.4.0]dec-5-ene (pH 14.2), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (pH=14.1), 1-n-butylguanidine (pH=14.0), 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine (pH=13.6) and 1-n-butylbiguanide (pH=13.4) each used as a silanol condensation catalyst gave good curability data (Examples 1 to 6). On the contrary, the use of DBU (pH=13.3), DBN (pH=13.1) and 1,3-diphenylguanidine (pH=11.7) resulted in inferior curability (Comparative Examples 1 to 4).

Aufarbeitung

  1. customgave good curability data (Examples 1 to 6)

Quellen und Nachweise

ORD-Eintrag
ord-10ca8fda69424101829b0749eb7c30de
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08013080B2

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