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Aniline → Formanilide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aniline | HCID 6115 | — |
| 反応物 | Carbanilide | HCID 7595 | — |
| 反応物 | Formanilide | HCID 7671 | — |
| 触媒 | Ruthenium | HCID 23950 | — |
| 生成物 | Formanilide | HCID 7671 | — |
| 生成物 | p-Toluidine | HCID 7813 | — |
| 生成物 | 1-(4-Methylphenyl)-3-phenylurea | HCID 572170 | — |
反応手順
Watanabe et al. (J. Chem. Soc., Chem. Commun. (1990) 1497) reported a synthesis of N,N'-diphenylurea in 92% yield by dehydrogenating formanilide in the presence of aniline and a ruthenium catalyst: ##STR2## Watanabe et al. prepared numerous symmetric N,N'-diarylureas in this manner. In contrast, N-phenyl-N'-p-tolylurea was not obtained selectively from the reaction of formanilide and p-toluidine. Instead, a mixture of three ureas -- N,N'-diphenylurea (19%), N,N'-di-p-tolylurea (21%), and the unsymmetric product, N-phenyl-N'-p-tolylurea (38%) -- was obtained:
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05155267 |
| 出典データセット | uspto-grants-1992_10 |
| ORD ID | ord-3f4e9027ed884b30bddbbede4b6e84d6 |
| 出典メモ | uspto-grants-1992_10 |