Hydrochloric Acid → 4-[3-Bis(2-hydroxyethyl)aminopropyl]amino-quinoline dinitrate dihydrochloride

HRID 258818ノート

反応式

HRID 258818 の反応式
[OH:1][CH2:2][CH2:3][N:4]([CH2:19][CH2:20][OH:21])[CH2:5][CH2:6][CH2:7][NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[CH:11][CH:10]=1.C(OC(=O)C)(=O)C.[N+:29]([O-:32])([OH:31])=[O:30].[ClH:33]>C(O)C.C(OCC)C.C(O)(=O)C>[ClH:33].[ClH:33].[N+:29]([O-:32])([OH:31])=[O:30].[N+:29]([O-:32])([OH:31])=[O:30].[OH:1][CH2:2][CH2:3][N:4]([CH2:19][CH2:20][OH:21])[CH2:5][CH2:6][CH2:7][NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[CH:11][CH:10]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 214246874-[3-Bis(2-hydroxyethyl)aminopropyl]amino-quinoline

生成物 1

HCID 867349294-[3-Bis(2-hydroxyethyl)aminopropyl]amino-quinoline dinitrate dihydrochloride

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒2 回HCID 3283Diethyl Ether溶媒

反応条件

温度
5 °C

実験手順

A solution of 5.0 g. of 4-[3-bis(2-hydroxyethyl)aminopropyl]amino-quinoline in 5.0 g. of glacial acetic acid is added slowly to a mixture of 15 ml. of acetic anhydride and 5.0 ml. of 90% nitric acid with stirring at minus 5° C. The resulting mixture is allowed to warm to plus 5° C. and after standing for an additional 5 minutes it is treated with an excess of ice-cold aqueous ammonia solution and then extracted with methylene chloride to obtain an amber oil which is dissolved in 5.0 ml. of ethanol and treated with a slight excess of hydrogen chloride in ethanol. Addition of diethyl ether yields a solid which is recrystallized from methanol/diethyl ether to obtain 4-[3-bis(2-hydroxyethyl)aminopropyl]amino-quinoline dinitrate dihydrochloride, m.p. 125° C. (decomp.).

後処理

  1. additionit is treated with an excess of ice-cold aqueous ammonia solution
  2. extractionextracted with methylene chloride
  3. customto obtain an amber oil which
  4. dissolutionis dissolved in 5.0 ml
  5. customyields a solid which
  6. customis recrystallized from methanol/diethyl ether

出典と根拠

ORDレコード
ord-2d21d5900dc14b8ab509d26d15560f0b
出典データセット
uspto-grants-1977_07
特許番号
US04035367

反応ノート

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