참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | 4-Aminobenzoic Acid | HCID 978 | — |
| 반응물 | N-boranyl-N-methylmethanamine | HCID 74604 | — |
| 반응물 | 2-Thiophenecarboxaldehyde, 5-chloro- | HCID 81700 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 4-(((5-Chloro-2thienyl)methyl)amino)-benzoic acid | HCID 20347826 | — |
반응 단계
A mixture containing 46.6 grams (0.34 moles) of p-aminobenzoic acid, 50 grams (0.34 moles) of 5-chloro-2-thiophenecarboxaldehyde and 400 ml. of toluene was heated to reflux for about three and a half hours. The water formed was collected in a Dean-Stark trap. The reaction mass was cooled at the end of this period and the Schiff base collected as a tan solid. To a mixture of the intermediate Schiff base and 1.2 liters of glacial acetic acid 21.2 grams (0.36 moles) of dimethylaminoborane was added. The reaction mass was warmed to 40° C. for about 30 minutes and poured in 2 liters of ice water. The white precipitate of 4-(((5-chloro-2-thienyl)methyl)amino)benzoic acid was washed in water, dried, and recrystallized from toluene. The melting point was 177°-178° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US04192884 |
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| 출처 데이터셋 | uspto-grants-1980_03 |
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| ORD ID | ord-ad488bf1274642eaaa6e1e919907b224 |
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| 출처 메모 | uspto-grants-1980_03 |
|---|
