Acetic Anhydride → HCID 86699468、化合物

HRID 1425466ノート

反応式

HRID 1425466 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:17]([CH3:19])([CH3:18])[C:16]([CH3:20])=[N:15][C:5]2=[N+:6]([CH2:8][CH2:9][CH2:10][S:11]([O-:14])(=[O:13])=[O:12])[CH:7]=1.[CH3:21][C:22]1[C:30]([CH3:32])([CH3:31])[C:29]2[C:24](=[CH:25][CH:26]=[C:27]([S:33]([O-:36])(=[O:35])=[O:34])[CH:28]=2)[N+:23]=1[CH2:37][CH2:38][CH2:39][S:40]([O-:43])(=[O:42])=[O:41].[Na+:44].[Br-].[Br:46]/[C:47](=[CH:56]\NC1C=CC=CC=1)/[CH:48]=[NH+]/C1C=CC=CC=1.C(OC(=O)C)(=O)C>C(OCC)C.N1C=CC=CC=1>[Br:46]/[C:47](/[CH:56]=[CH:20]/[C:16]1[C:17]([CH3:19])([CH3:18])[C:4]2[C:5]([N:15]=1)=[N+:6]([CH2:8][CH2:9][CH2:10][S:11]([O-:14])(=[O:13])=[O:12])[CH:7]=[C:2]([Cl:1])[CH:3]=2)=[CH:48]\[CH:21]=[C:22]1\[N:23]([CH2:37][CH2:38][CH2:39][S:40]([O-:43])(=[O:42])=[O:41])[C:24]2[C:29]([C:30]\1([CH3:31])[CH3:32])=[CH:28][C:27]([S:33]([O-:36])(=[O:35])=[O:34])=[CH:26][CH:25]=2.[Na+:44].[Na+:44]

参加物

7

反応物 4

HCID 7918Acetic AnhydrideHCID 71692790HCID 71692790、化合物HCID 866994663-(5-Chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridin-7-ium-7-yl)propane-1-sulfonateHCID 178419561HCID 178419561、化合物

生成物 1

HCID 86699468HCID 86699468、化合物収率 130.1%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
115 °C

実験手順

A 100-mL round-bottom flask fitted with a reflux condenser was charged with 3-(5-chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridin-7-ium-7-yl)propane-1-sulfonate (55, 500 mg), sodium 2,3,3-trimethyl-1-(3-sulfonatopropyl)-3H-indolium-5-sulfonate (4, 500 mg), (E)-N—((Z)-2-bromo-3-(phenylamino)allylidene)benzenaminium bromide (8, 100 mg), pyridine (1 mL), and acetic anhydride (10 mL) were added to the flask. The mixture was heated at 115° C. for 2 h, allowed to cool to room temperature, and diluted with ethyl ether (25 mL). The resulting dark blue dye precipitate was collected by filtration, dissolved in water (20 mL), and purified by preparative reverse-phase HPLC to afford the 9 as a blue powder (285 mg, 50%, UV 668 nm).

後処理

  1. customA 100-mL round-bottom flask fitted with a reflux condenser
  2. additionwere added to the flask
  3. temperatureto cool to room temperature
  4. filtrationThe resulting dark blue dye precipitate was collected by filtration
  5. dissolutiondissolved in water (20 mL)
  6. custompurified by preparative reverse-phase HPLC

出典と根拠

ORDレコード
ord-3df61d7f99b84271843b342e59def39f
出典データセット
uspto-grants-2015_01
特許番号
US08927719B2

反応ノート

読み込み中…