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 substitution of the keto group by Cl, with formation of the aromatic pyrmidine ring, takes place under standard conditions. A mixture of 18 ml of POCl3 and 6 g of 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine with addition of 1.8 ml of N,N-dimethylaniline is boiled for 4 hours. After customary work-up, 5 g of 4-chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06110920 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-4c70c1bf36744deaba06bcee38983ec3 |
| Source note | uspto-grants-2000_08 |