참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | 6-Aminobenzothiazole | HCID 68288 | — |
| 반응물 | Aminoacetaldehyde dimethyl acetal | HCID 89728 | — |
| 반응물 | Triphosgene | HCID 94429 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Hexane | HCID 8058 | — |
| 생성물 | 1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-urea | HCID 68785445 | 228.8% |
반응 단계
TEA (185 mL, 1.3315 mmol) and triphosgene (138 mg, 0.4660 mmol) were added to a solution of benzothiazol-6-ylamine (200 mg, 1.3315 mmol) in THF (20 mL) at 0° C. The resulting mixture was stirred at room temperature for 3 hours. This was followed by the addition of 2,2-dimethoxy-ethylamine (173 mL, 1.5978 mmol) in THF and TEA (185 mL, 1.3315 mmol) and the stirring was continued for a further 18 hours at room temperature. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was concentrated and the concentrate was partitioned between ethylacetate and water. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (100% ethylacetate) afforded 300 mg of 1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-urea (80.21% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | USRE045173E1 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-fa3dd9ed285e48509a13759cf84a641d |
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| 출처 메모 | uspto-grants-2014_09 |
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