Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → 4-Amino-3-chloro-N,N-dimethylbenzamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Dimethylamine, hydrochloride | HCID 10473 | — |
| 반응물 | 4-Amino-3-chlorobenzoic acid | HCID 17211 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 용매 | Isopropanol | HCID 3776 | — |
| 용매 | Chloroform | HCID 6212 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 4-Amino-3-chloro-N,N-dimethylbenzamide | HCID 20287481 | 59.6% |
반응 단계
To a solution of 4-amino-3-chlorobenzoic acid (1 equiv) in DCM (0.12 M) was added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (1.2 equiv), 1-hydroxybenzotriazole (1.2 equiv), triethylamine (4 equiv) and dimethylamine hydrochloride (2 equiv) sequentially. The mixture was stirred at room temperature overnight. After the reaction was complete, as monitored by LCMS, the mixture was diluted with a mixture of isopropanol in chloroform (30%), washed with water and dried over anhydrous sodium sulfate. The organic phase was concentrated and the residue obtained was recrystallized in the mixture of hexane and ethyl acetate (10%) to afford the desired product (Yield: 59.6%) as a light brown solid. MS (ESI) m/z 199.1 [M+1]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09428509B2 |
| 출처 데이터셋 | uspto-grants-2016_08 |
| ORD ID | ord-d061683f71294405bc82d662ae7fa1c6 |
| 출처 메모 | uspto-grants-2016_08 |