HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Bromo-N,N-dimethyl-1,3-thiazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,4-Dibromo-1,3-thiazole | HCID 2763297 | — |
| Product | 4-Bromo-N,N-dimethyl-1,3-thiazol-2-amine | HCID 18761602 | 89% |
Reaction Steps
Synthesis of 2-Dimethylamino-4-tremthylstannylthiazole 386 as illustrated in FIG. 53. 2,4-Dibromothiazole (358; 1.0 equiv) was dissolved in DMF (0.1 M) and heated at 150–160° C. for 8 h, upon which completion of the reaction was indicated by TLC. The mixture was poured into water and extracted with ether (2×). Drying (MgSO4) and evaporation of the solvents gave 2-dimethylamino-4-bromothiazole 385, which was isolated after flash column chromatography (silica gel, 5% EtOAc in hexanes) in 89% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07173137B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-475e3856974d4592bdfc220950d943ec |
| Source note | uspto-grants-2007_02 |