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Triethylamine → 3-[3,4-Bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide

HRID 2292328
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HRID 2292328 반응식
Cl.N[N:3]1[CH2:7][CH2:6][N:5]([C:8]([NH2:10])=[O:9])[C:4]1=[O:11].C(N(CC)CC)C.[C:19]([O:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[O:32][C:33](=[O:35])[CH3:34])[C:26](Cl)=[O:27])(=[O:21])[CH3:20]>ClCCl>[C:19]([O:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[O:32][C:33](=[O:35])[CH3:34])[C:26]([N:3]1[CH2:7][CH2:6][N:5]([C:8]([NH2:10])=[O:9])[C:4]1=[O:11])=[O:27])(=[O:21])[CH3:20]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 140969484-(Chlorocarbonyl)-1,2-phenylene diacetateHCID 1317158323-Amino-2-oxo-1-imidazolidinecarboxamide, monohydrochloride

생성물 1

HCID 143908963-[3,4-Bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide수율 314.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

3-Amino-2-oxo-1-imidazolidinecarboxamide, monohydrochloride (12 g 0.006 mol) was suspended in 300 ml of dichloromethane. The suspension was cooled to 0° C. and 29.2 ml of triethylamine (0.198 mol) was added; the mixture was stirred for another 20 minutes. [3,4-Bis(acetyloxy)benzoyl]chloride (10.5 g) dissolved in 200 ml of dichloromethane was added dropwise with stirring at 0° C. and the mixture was stirred overnight at room temperature, filtered and treated with 50 ml of water. After stirring for 5 minutes, 3-[3,4-bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide crystallized out (7.2 g) contaminated with some triethylamine hydrochloride. The impurity was removed by treatment with water to yield 6.6 g of 3-[3,4-bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide, melting point 222°-224° C.

후처리

  1. additionwas added dropwise
  2. stirringwith stirring at 0° C.
  3. stirringthe mixture was stirred overnight at room temperature
  4. filtrationfiltered
  5. additiontreated with 50 ml of water
  6. stirringAfter stirring for 5 minutes
  7. custom3-[3,4-bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide crystallized out (7.2 g)
  8. customThe impurity was removed by treatment with water

출처 및 근거

ORD 기록
ord-1eb977fc06264829a978e9537a5daabf
출처 데이터셋
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04801705

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