HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 4-(3-chloroanilino)-6-(thiocarbamoyl)-7H-pyrrolo[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 6-aminocarbonyl-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine | HCID 21262675 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-chloroanilino)-6-(thiocarbamoyl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 21262656 | — |
Reaction Steps
144 mg (0.50 mmol) of 6-aminocarbonyl-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine and 202 mg (0.5 mmol) of Lawesson's reagent in 5 ml of THF are heated to boiling for 17 h and the mixture is then evaporated. Column chromatography (SiO2, CH2Cl2/ethanol=15:1) of the residue and stirring in diethyl ether yields 4-(3-chloroanilino)-6-(thiocarbamoyl)-7H-pyrrolo[2,3-d]pyrimidine; HPLC: tRet(Grad20)=9.8; TLC-Rf=0.44 (CH2Cl2/methanol=10:1); FAB-MS: (M+H)+=304; IR: (KBr) inter alia 1614s, 1566s, 1506m, 1474s, 1380m, 1354m, 1294m, 1134m.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180636B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-c47eeb6273624ed1b16bb496c0a31cf5 |
| Source note | uspto-grants-2001_01 |