HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl cyanoacetate → Ethyl 5-amino-2-methylthio-4-(3-n-octyloxyphenyl)-thieno[2,3-d]-pyrimidine-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Ethyl Thioglycolate | HCID 12185 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-Methyl-2-thiopseudourea sulfate | HCID 75270 | — |
| Reactant | 3-(Octyloxy)benzaldehyde | HCID 13803344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | Ethyl 5-amino-2-methylthio-4-(3-n-octyloxyphenyl)-thieno[2,3-d]-pyrimidine-6-carboxylate | HCID 22597564 | — |
Reaction Steps
Cyclization of S-methylisothiourea sulfate (139 mg), 3-n-octyloxybenzaldehyde (338 mg) and ethyl cyanoacetate (112 μl), treatment of the product with POCl3 and subsequent reaction with ethyl 2-mercaptoacetate were performed according to the methods described in example 1. The pure title compound was obtained after chromatography on silicagel in dichloromethane/methanol=100/0 (v/v)→90/10 (v/v) as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06569863B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-0a669b9319404f23a950862aa484ad30 |
| Source note | uspto-grants-2003_05 |