Dibenzylamine → 5-((Bis(benzyl)amino)acetyl)salicylamide

HRID 866780ノート

反応式

HRID 866780 の反応式
Br[CH2:2][C:3]([C:5]1[CH:13]=[C:9]([C:10]([NH2:12])=[O:11])[C:8]([OH:14])=[CH:7][CH:6]=1)=[O:4].[CH2:15]([NH:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CC(CC)=O>[CH2:23]([N:22]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:2][C:3]([C:5]1[CH:13]=[C:9]([C:10]([NH2:12])=[O:11])[C:8]([OH:14])=[CH:7][CH:6]=1)=[O:4])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

4

反応物 2

HCID 7656DibenzylamineHCID 1985565-(Bromoacetyl)salicylamide

生成物 1

HCID 1217275-((Bis(benzyl)amino)acetyl)salicylamide収率 45%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

5-Bromoacetyl salicylamide (515 g) was added to a stirred solution of dibenzylamine (750 g) in ethyl methyl ketone (3.0 l). The mixture was heated at reflux for one hour and the dibenzylamine hydrobromide was filtered and dried. The filtrate was allowed to cool, when the crude product crystallised. This was filtered off, dried, and recrystallised from ethyl acetate, (5 l), to give 5-(N,N-dibenzylglycyl)salicylamide as an off-white solid (336 g), m.p. 168°.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for one hour
  3. filtrationthe dibenzylamine hydrobromide was filtered
  4. customdried
  5. temperatureto cool
  6. customwhen the crude product crystallised
  7. filtrationThis was filtered off
  8. customdried
  9. customrecrystallised from ethyl acetate, (5 l)

出典と根拠

ORDレコード
ord-8be136d62c0548a1be788f742b37722c
出典データセット
uspto-grants-1978_07
特許番号
US04101579

反応ノート

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