HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl Peroxide → 6-Bromomethyl-2,7-dimethyl-3-(pivaloyloxymethyl)-3,4-dihydroquinazolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Chloromethyl pivalate | HCID 87885 | — |
| Reactant | 3-(Pivaloyloxymethyl)-2,6,7-trimethyl-3,4-dihydroquinazolin-4-one | HCID 11722457 | — |
| Reactant | 2,6-dimethyl-4(3H)-quinazolinone | HCID 135526856 | — |
| Reactant | 2,6,7-Trimethylquinazolin-4(3H)-one | HCID 135529413 | — |
| Product | 6-Bromomethyl-2,7-dimethyl-3-(pivaloyloxymethyl)-3,4-dihydroquinazolin-4-one | HCID 10474940 | 57% |
Reaction Steps
2,6,7-Trimethyl-3,4-dihydroquinazolin-4-one (European Patent Specification No. 0284338) was reacted with chloromethyl pivalate using the procedure described in European Patent Specification No. 0239362 for the corresponding reaction of 2,6-dimethyl-3,4-dihydroquinazolin-4-one. There was thus obtained 3-(pivaloyloxymethyl)-2,6,7-trimethyl-3,4-dihydroquinazolin-4-one. The product so obtained was reacted with N-bromosuccinimide in the presence of benzoyl peroxide using the procedure described in European Patent Specification No. 0284338 to give 6-bromomethyl-2,7-dimethyl-3-(pivaloyloxymethyl)-3,4-dihydroquinazolin-4-one in 57% yield, m.p. 149°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05280027 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-93409bba142a4a5d978047adb955c496 |
| Source note | uspto-grants-1994_01 |