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

HRID 866780노트

반응식

HRID 866780 반응식
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

참가 물질

4

반응물 2

HCID 7656DibenzylamineHCID 1985565-(Bromoacetyl)salicylamide

생성물 1

HCID 1217275-((Bis(benzyl)amino)acetyl)salicylamide수율 45%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

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°.

후처리

  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)

출처 및 근거

ORD 기록
ord-8be136d62c0548a1be788f742b37722c
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04101579

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