HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrimidine, 1,4,5,6-tetrahydro-1,2-dimethyl- → 1,5-Diazabicyclo(4.3.0)non-5-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrimidine, 1,4,5,6-tetrahydro-1,2-dimethyl- | HCID 77953 | — |
| Reactant | Triazabicyclodecene | HCID 79873 | — |
| Reactant | 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene | HCID 123583 | — |
| Reactant | Silanol | HCID 142154 | — |
| Reactant | HCID 178449209 | HCID 178449209 | — |
| Reactant | HCID 178449219 | HCID 178449219 | — |
| Product | 1,5-Diazabicyclo(4.3.0)non-5-ene | HCID 76349 | — |
| Product | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Product | HCID 178511992 | HCID 178511992 | — |
Reaction Steps
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).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013080B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-10ca8fda69424101829b0749eb7c30de |
| Source note | uspto-grants-2011_09 |