HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethylaniline → 4-Chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3,4-Dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine | HCID 23287906 | — |
| Product | 4-Chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine | HCID 18460413 | — |
Reaction Steps
The replacement of the keto group by Cl under the formation of the aromatic pyrimidine ring takes place under standard conditions. A mixture of POCl3 (18 ml) with 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine (6 g) is refluxed for 4 hours under the addition of N,N-dimethylaniline (1,8 m). The usual workup yields 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine (5 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06133271 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-77c8e4ca16474d61a764482e99ff9dde |
| Source note | uspto-grants-2000_10 |