참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 5-bromo-N-(2-chlorophenyl)thiophene-2-carboxamide | HCID 3508396 | — |
| 반응물 | 5-Chloro-6-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole | HCID 66780096 | — |
| 반응물 | Brine ethyl acetate | HCID 131718255 | — |
| 촉매 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 생성물 | N-(2-chlorophenyl)[5-(5-chlorobenzothiazol-6-yl)(2-thienyl)]carboxamide | HCID 66779016 | 67.4% |
반응 단계
A mixture of (5-bromo(2-thienyl))-N-(2-chlorophenyl)carboxamide (7, 19 mg, 0.06 mmol), 5-chloro-6-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (20) (17 mg, 0.06 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 7 mg) and sodium carbonate (19 mg) in 0.5 ml DME, 0.5 ml EtOH and 0.25 ml water was heated under Ar in microwave reactor at 110° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to silica gel flash chromatography (0-60% B; A: hexane; B: 50% EA in hexane) to furnish 16.4 mg of N-(2-chlorophenyl)[5-(5-chlorobenzothiazol-6-yl)(2-thienyl)]carboxamide (22) as off-white solid (yield: 67.4%; purity>95%). LC-MS: calcd. for C18H10Cl2N2OS2: 406 (M+1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09079891B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_07 |
|---|
| ORD ID | ord-76fc69da9f3845f9b39e8537fc804d4e |
|---|
| 출처 메모 | uspto-grants-2015_07 |
|---|
