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

HRID 979105

반응식

HRID 979105 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-af187549508f40ed897839d2246f24e4
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04666917

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