Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Methyl acetoacetate → Ammonia
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Methyl acetoacetate | HCID 7757 | — |
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | 2,1,3-Benzoxadiazole-4-carbaldehyde | HCID 10290873 | — |
| 반응물 | 3-Aminocrotonic acid-(2-dimethylaminoethyl)ester | HCID 12529187 | — |
| 반응물 | 2-Acetyl-3-benzofurazan-4-yl-acrylic acid methyl ester | HCID 53433213 | — |
| 용매 | Acetic Acid | HCID 176 | — |
| 용매 | Benzene | HCID 241 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | Ammonia | HCID 222 | — |
| 생성물 | 2-(Dimethylamino)ethyl 3-oxobutanoate | HCID 12529170 | — |
반응 단계
2,1,3-Benzoxadiazol-4-carbaldehyde is reacted with aceto-acetic acid methyl ester in benzene in the presence of catalytic amounts of piperidine and acetic acid. The resultant 2-acetyl-3-(2,1,3-benzoxadiazol-4-yl)-2-propenoic acid methyl ester (crystalline, mixture of Z and E isomers) is cyclized in dioxane under refluxing with an equivalent amount of 3-aminocrotonic acid-(2-dimethylaminoethyl)ester {M.P. 56°; obtained by reaction of aceto-acetic acid-(2-dimethylaminoetyl)ester [B.P.0.01 mm 140°-150°, obtained by reaction of diketen with 2-dimethylaminoethanol at 70°], with ammonia gas at 60°}, to give 4-(2,1,3-benzoxadiazol-4-yl)-1,4-dihydro-5-methoxycarbonyl-2,6-dimethyl-3-pyridine carboxylic acid-(2-dimethylaminoethyl)ester (M.P. 161°).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US04707482 |
| 출처 데이터셋 | uspto-grants-1987_11 |
| ORD ID | ord-f29eca7ed8a44004bccdb125e00b9758 |
| 출처 메모 | uspto-grants-1987_11 |