참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | N-Ethyl cyclohexylamine | HCID 21609 | — |
| 반응물 | Isobutyl chloroformate | HCID 62365 | — |
| 반응물 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 반응물 | HCID 178482014 | HCID 178482014 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | HCID 54167384 | HCID 54167384 | 52% |
반응 단계
2-(1-Methyl-1,2,3,4-tetrazol-5-yl)thio-acetic acid (45 mmole) is dissolved in tetrahydrofuran (50 ml) and thereto is added DBU (50 mmole). To the mixture is added dropwise with stirring isobutyl chloroformate (50 mmole) under ice-cooling and the mixture is stirred at room temperature for 30 minutes. To the mixture is added dropwise N-ethyl-cyclohexylamine under ice-cooling, and the mixture is further stirred at room temperature for 2 hours. After distilling off the solvent under reduced pressure, the resulting residue is extracted with chloroform. The chloroform layer is washed with 5% aqueous hydrochloric acid, an aqueous saturated sodium hydrogen carbonate solution and an aqueous saturated sodium chloride solution and dried over anhydrous sodium sulfate. Chloroform is distilled off and the residue is subjected to column chromatography (Wakogel C-200, eluting solvent, benzene:chloroform=4:1, V/V) to isolate N-ethyl-N-cyclohexyl-2-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-acetamide (yield: 52%) which is recrystallized from ether-petroleum ether, white prisms, m.p. 69°-71° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04663323 |
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| 출처 데이터셋 | uspto-grants-1987_05 |
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| ORD ID | ord-3ee23771c50f4db08a424207bf9f275d |
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| 출처 메모 | uspto-grants-1987_05 |
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