Pyridine → Isopropyl 1-amino-4-bromoanthraquinone-2-carboxylate

HRID 1647015

反応式

HRID 1647015 の反応式
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([Br:18])=[CH:4][C:3]=1[C:19]([OH:21])=[O:20].S(Cl)(Cl)=O.N1C=C[CH:29]=[CH:28][CH:27]=1.ClC1C=CC=CC=1Cl>C1(C)C(C)=CC=CC=1.C1(C)C=CC=CC=1.ClC1C=CC=CC=1>[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([Br:18])=[CH:4][C:3]=1[C:19]([O:21][CH:28]([CH3:29])[CH3:27])=[O:20]

参加物

8

反応物 4

HCID 1049PyridineHCID 72391,2-DichlorobenzeneHCID 24386Thionyl ChlorideHCID 2715931-Amino-4-bromo-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

生成物 1

HCID 19800488Isopropyl 1-amino-4-bromoanthraquinone-2-carboxylate

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 7237O-Xylene溶媒HCID 7964Chlorobenzene溶媒

実験手順

The starting 1-amino-4-bromoanthraquinone-2-carboxylic acid is reacted with 1.5 to 3 molar equivalents of a chlorinating agent such as thionyl chloride at a temperature of 80° to 100° C. for a period of about 1 to 3 hours in the presence of 0.01 to 5 molar equivalents (based on the raw material) of pyridine in 3 to 7-fold weight a amount of an inert solvent such as orthodichlorobenzene, chlorobenzene, toluene or xylene so as to be converted into an acid chloride. After the excess chlorinating agent has been removed therefrom under reduced pressure, 1.5 to 5 molar equivalents of isopropyl alcohol is added thereto and esterification is then performed at 60° to 80° C. for 1 to 3 hours. Afterward, the product is allowed to stand, thereby obtaining crystals of isopropyl 1-amino-4-bromoanthraquinone-2-carboxylate.

後処理

  1. customAfter the excess chlorinating agent has been removed
  2. additionunder reduced pressure, 1.5 to 5 molar equivalents of isopropyl alcohol is added

出典と根拠

ORDレコード
ord-6794cf50d8644b1f9d0bd07864d3b5a3
出典データセット
uspto-grants-1993_01
特許番号
US05182395

関連ノート

読み込み中…