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Ethyl orthoformate → HCID 178513772, 화합물

HRID 358144
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HRID 358144 반응식
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8][NH:9][CH:10]([C:14]([NH2:16])=[O:15])[C:11]([NH2:13])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH:19](OCC)(OCC)OCC>C(O)C.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[C:14]([C:10]1[N+:9]([CH2:8][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:18][CH:17]=2)=[CH:19][NH:13][C:11]=1[O-:12])(=[O:15])[NH2:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 31214Ethyl orthoformateHCID 132716292-{[(4-Nitrophenyl)methyl]amino}propanediamide

생성물 1

HCID 178513772HCID 178513772, 화합물수율 96.8%

시약·촉매·용매 2

HCID 521998p-Toluenesulfonic acid monohydrate촉매HCID 702Ethanol용매

실험 절차

To a solution of 41.60 g of p-nitrobenzylamine in 660 ml of dry ethanol was added 49.34 g of α-bromomalonamide and 38.2 ml of triethylamine. After being stirred for two hours under refluxing, the reaction mixture was cooled to room temperature. And then separated crystals were filtered off, washed with ethanol and isopropyl ether, and dried to give 53.36 g of α-(4-nitrobenzyl)aminomalonamide. And a mixture of 50.45 g of α-(4-nitrobenzyl)aminomalonamide, 177.8 g of triethyl orthoformate and 0.76 g of p-toluenesulfonic acid monohydrate in 1.3 liters of dry ethanol was stirred for three hours under refluxing in an argon atmosphere. The reaction mixture was cooled on an ice-bath and separated crystals were filtered off, washed with ethanol and isopropyl ether, and dried to give 50.78 g of 5-carbamoyl-1-(4-nitrobenzyl)imidazolium-4-olate.

후처리

  1. temperatureunder refluxing in an argon atmosphere
  2. temperatureThe reaction mixture was cooled on an ice-bath
  3. customseparated crystals
  4. filtrationwere filtered off
  5. washwashed with ethanol and isopropyl ether
  6. customdried

출처 및 근거

ORD 기록
ord-ac0ea3bab2264e58bd660b6fc49b6e9f
출처 데이터셋
uspto-grants-1984_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04464531

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