HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Ethyl {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl 3-bromo-4-oxopentanoate | HCID 12933940 | — |
| Reactant | 4-(3-Chloropropoxy)benzenecarbothioamide | HCID 59457462 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}acetate | HCID 59457484 | 40% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of ethyl 3-bromo-4-oxopentanoate (2 g, 8.98 mmol, 1 eq), and 4-(3-chloropropoxy)benzenecarbothioamide ax71 (2.06 g, 8.97 mmol, 1 eq) in dimethylformamide (4 ml) is stirred at 100° C. for 2 h. The reaction mixture is then added to ethyl acetate (200 ml) and the precipitate filtered off. The organic layer is washed with water (4×100 ml), brine, dried over magnesium sulfate and filtered. The solvent is removed under reduced pressure. Purification by chromatography over silicagel (eluent: benzine/ethyl acetate 95:5 to 85:15) affords 1.3 g of ethyl {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}acetate i102.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790720B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-d824e8f743c74c1ca0d386bfafd099cc |
| Source note | uspto-grants-2010_09 |