Formaldehyde → 3,6-Bis[2-(diethylamino)ethoxy]-4,5-acridinedimethanol

HRID 979105ノート

反応式

HRID 979105 の反応式
Cl.Cl.Cl.[CH2:4]([N:6]([CH2:32][CH3:33])[CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[C:22]([CH:23]=1)=[N:21][C:20]1[C:15](=[CH:16][CH:17]=[C:18]([O:24][CH2:25][CH2:26][N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[CH:19]=1)[CH:14]=2)[CH3:5].[CH2:34]=[O:35].CC[O:38][CH2:39]C>S(=O)(=O)(O)O>[CH2:28]([N:27]([CH2:30][CH3:31])[CH2:26][CH2:25][O:24][C:18]1[CH:17]=[CH:16][C:15]2[C:20]([C:19]=1[CH2:34][OH:35])=[N:21][C:22]1[C:23]([CH2:39][OH:38])=[C:10]([O:9][CH2:8][CH2:7][N:6]([CH2:4][CH3:5])[CH2:32][CH3:33])[CH:11]=[CH:12][C:13]=1[CH:14]=2)[CH3:29]

参加物

5

反応物 3

HCID 712FormaldehydeHCID 3283Diethyl EtherHCID 1625402-[6-[2-(diethylamino)ethoxy]acridin-3-yl]oxy-N,N-diethylethanamine;trihydrochloride

生成物 1

HCID 201846723,6-Bis[2-(diethylamino)ethoxy]-4,5-acridinedimethanol

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

To a solution of 23.43 g of 3,6-bis(2-diethylaminoethoxy)acridine trihydrochloride (U.S. Pat. No. 3,740,403) in 85 ml of concentrated sulfuric acid was added 2.94 g of paraformaldehyde. The mixture was stirred 45 minutes, then added to 1.5 liters of ether. The resulting solid was collected, dissolved in water, sodium bicarbonate was added and the mixture extracted with six 75 ml portions of chloroform. These extracts were placed on an alumina column which was then eluted with ether and then methylene chloride. The methylene chloride extract was concentrated, giving 4.0 g of the desired product as yellow crystals, mp 95°-96° C.

後処理

  1. customThe resulting solid was collected
  2. dissolutiondissolved in water
  3. additionsodium bicarbonate was added
  4. extractionthe mixture extracted with six 75 ml portions of chloroform
  5. washwas then eluted with ether
  6. extractionThe methylene chloride extract
  7. concentrationwas concentrated

出典と根拠

ORDレコード
ord-af187549508f40ed897839d2246f24e4
出典データセット
uspto-grants-1987_05
特許番号
US04666917

反応ノート

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