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Sodium Iodide → N-[3,5-bis[(decylamino)carbonyl]phenyl]glycine methyl ester

HRID 1757781
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HRID 1757781 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([C:21]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:22])[CH:5]=[C:6]([C:8]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:9])[CH:7]=1.Br[CH2:35][C:36]([O:38][CH3:39])=[O:37].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(C)=O.CN(C=O)C.O>[CH3:39][O:38][C:36](=[O:37])[CH2:35][NH:1][C:2]1[CH:3]=[C:4]([C:21]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:22])[CH:5]=[C:6]([C:8]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:9])[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 193889485-amino-N,N'-didecyl-1,3-benzenedicarboxamide

생성물 1

HCID 19388947N-[3,5-bis[(decylamino)carbonyl]phenyl]glycine methyl ester수율 67%

시약·촉매·용매 3

HCID 180
Acetone
용매
HCID 962Water용매
HCID 6228Dimethylformamide용매

실험 절차

A mixture of 0.202 g (0.455 mmol) of 5-amino-N,N'-didecyl-1,3-benzenedicarboxamide, 0.17 ml (1.8 mmol) of methyl bromoacetate, 0.14 g (1 mmol) of potassium carbonate and 0.15 g (1 mmol) of sodium iodide in 10 ml of acetone and 2 ml of DMF was stirred at reflux for 20 hours. Water was added and the product was extracted with ethyl acetate. The dried extract was concentrated at reduced pressure to an oil which was crystallized from methanol-water to give 0.1608 g (67% yield, mp 108°-109°) of N-[3,5-bis[(decylamino)carbonyl]phenyl]glycine methyl ester.

후처리

  1. temperatureat reflux for 20 hours
  2. extractionthe product was extracted with ethyl acetate
  3. extractionThe dried extract
  4. concentrationwas concentrated at reduced pressure to an oil which
  5. customwas crystallized from methanol-water

출처 및 근거

ORD 기록
ord-bdaeba4ccc73453a9e5626a6f7000276
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05446189

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