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N-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochloride → 4-[2-[6-anilino-1,3,5-hexatrienyl]-3-methyl-5-sulfo-3-(4-sulfobutyl)-3H-1-indoliumyl]-1-butanesulfonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochloride | HCID 73902 | — |
| 反応物 | 2,3-dimethyl-5-sulfo-1,3-di(4-sulfobutyl)-3H-indolium | HCID 58490238 | — |
| 溶媒 | AcOH AcOAc | HCID 21895370 | — |
| 生成物 | 4-[2-[6-anilino-1,3,5-hexatrienyl]-3-methyl-5-sulfo-3-(4-sulfobutyl)-3H-1-indoliumyl]-1-butanesulfonate | HCID 86695343 | 66.8% |
反応手順
300 mg (0.55 mmol) of 2,3-dimethyl-5-sulfo-1,3-di(4-sulfobutyl)-3H-indolium and 190 mg (0.66 mmol) of N-[5-(phenylamino)-2,4-pentadienylidene]aniline monohydrochloride were heated in 6 mL acetic anhydride-acetic acid (1:1, v/v) mixture for 30 min at 110° C. After cooling the product was precipitated with ethyl acetate, filtered off and washed with ether to give 240 mg (56%) of 4-[2-[6-anilino-1,3,5-hexatrienyl]-3-methyl-5-sulfo-3-(4-sulfobutyl)-3H-1-indoliumyl]-1-butanesulfonate. λmax (abs) 505 nm (methanol). This product was used for following step without additional purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08748446B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-d821cf69d3284436bf40927d9ec4f54c |
| 出典メモ | uspto-grants-2014_06 |