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Potassium Carbonate → ethyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-oxopyrrolidin-3-yl)oxyiminoacetate

HRID 414799
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HRID 414799 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[OH:14])/[C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:22]1[CH2:26][CH2:25][NH:24][C:23]1=[O:27]>CS(C)=O.O>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH:22]2[CH2:26][CH2:25][NH:24][C:23]2=[O:27])/[C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 6401018Ethyl 2-amino-alpha-(hydroxyimino)thiazol-4-acetateHCID 101034713-Bromopyrrolidin-2-one

생성물 1

HCID 13536830ethyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-oxopyrrolidin-3-yl)oxyiminoacetate수율 86%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매
HCID 962
Water
용매
2회

실험 절차

10.9 g of ethyl (Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate are dissolved in 25 ml of dimethylsulfoxide, and a solution of 14 g of anhydrous potassium carbonate in 13 ml of water is added thereto at a temperature of 15° to 20° C. The mixture is stirred at the same temperature for 20 minutes. 10 g of 3-bromo-2-pyrrolidone are added to said mixture at room temperature, and the mixture is stirred at the same temperature for 1.5 hours. 120 ml of water are added to the reaction mixture, and the aqueous mixture is stirred with ice-cooling. Crystalline precipitates are collected by filtration, and the crystals are washed with water and then dried at 40° C. 13 g of ethyl (Z)-2-(2-aminothiazol-4-yl)-2-[(2-pyrrolidon-3yl)oxyimino]acetate are obtained. The physico-chemical properties of this product are identical sith those of the product obtained in Example 2-(3).

후처리

  1. customat a temperature of 15° to 20° C
  2. customat room temperature
  3. stirringthe mixture is stirred at the same temperature for 1.5 hours
  4. stirringthe aqueous mixture is stirred with ice-
  5. temperaturecooling
  6. customCrystalline precipitates
  7. filtrationare collected by filtration
  8. washthe crystals are washed with water
  9. customdried at 40° C

출처 및 근거

ORD 기록
ord-6387dcdd172940d5bd1c97f21005facf
출처 데이터셋
uspto-grants-1988_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04794186

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