Ethanesulfonic acid → HCID 14855154, 화합물

HRID 330586

반응식

HRID 330586 반응식
C([N:4]1[C:12]([Cl:13])=[C:11]2[C:7](=[N:8][CH:9]=[N:10]2)[N:6]=[C:5]1[NH:14][C:15](=[O:17])[CH3:16])(=O)C.C(O[CH2:22][O:23][CH:24]([CH2:30][O:31][C:32](=[O:34])[CH3:33])[CH2:25][O:26][C:27](=[O:29])[CH3:28])(=O)C.C(S(O)(=O)=O)C>ClCCl>[C:32]([O:31][CH2:30][CH:24]([O:23][CH2:22][N:8]1[CH:9]=[N:10][C:11]2[C:7]1=[N:6][C:5]([NH:14][C:15](=[O:17])[CH3:16])=[N:4][C:12]=2[Cl:13])[CH2:25][O:26][C:27](=[O:29])[CH3:28])(=[O:34])[CH3:33]

참가 물질

5

반응물 3

HCID 11668Ethanesulfonic acidHCID 97948881,3-Propanediol, 2-((acetyloxy)methoxy)-, 1,3-diacetateHCID 178474411HCID 178474411, 화합물

생성물 1

HCID 14855154HCID 14855154, 화합물수율 23.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A round-bottomed flask (10 ml) was charged with N-acetyl-2-acetamido-6-chloropurine (2.0 g, 7.9 mmoles), 1,3-diacetoxy-2-propoxymethyl acetate (2.7 g, 10.9 mmoles), and ethanesulfonic acid (63 mg). The mixture was heated in an oil bath maintained at 130° and a vacuum was applied. Thin layer chromatography showed no heterocyclic starting material after 1.5 hours and heating was discontinued. The mixture was dissolved in dichloromethane (50 ml) and filtered through Celite. The filtrate was evaporated to a residue and chromatographed on silica gel using dichloromethane/methanol (98:2) as the eluant. The product-containing fractions were combined and evaporated to give 0.75 g of pure product, m.p. 139°-140°.

후처리

  1. temperatureThe mixture was heated in an oil bath
  2. temperaturemaintained at 130°
  3. customafter 1.5 hours
  4. temperatureheating
  5. filtrationfiltered through Celite
  6. customThe filtrate was evaporated to a residue
  7. customchromatographed on silica gel
  8. customevaporated

출처 및 근거

ORD 기록
ord-0343305172d346339c8b2788ac7ef181
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04897479

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