HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-4-methoxybenzylamine | HCID 738038 | — |
| Reactant | 2,4,6-Trichloropyrimidine-5-carboxylic acid | HCID 20083957 | — |
| Solvent | Citric Acid | HCID 311 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine | HCID 17848287 | — |
Reaction Steps
To a solution of 5-carboxy-2,4,6-trichloropyrimidine 10.0 g in dimethylformamide 45 ml is added a suspension of 3-chloro-4-methoxybenzylamine 4.82 g and triethylamine 6.98 ml in dimethylformamide 40 ml over a period of 20 minutes on ice bath, and the mixture is stirred for 1 hour. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give 4-(3-chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine as a pale brown solid, 17.59 g. mp 150-151° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273868B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-c5f03332ff2d42d9a3927a30bf95c10d |
| Source note | uspto-grants-2007_09 |