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2-(2-Ethoxybenzamido)-3-methylbenzamide → 2-(2-Ethoxyphenyl)-8-methylquinazolin-4(3H)-one

HRID 412037
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HRID 412037 반응식
[CH2:1]([O:3][C:4]1[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=1[C:6]([NH:8][C:9]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([NH2:13])=[O:12])=O)[CH3:2]>ClCCl.CO.[Cl-].[Zn+2].[Cl-]>[CH2:1]([O:3][C:4]1[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=1[C:6]1[NH:13][C:11](=[O:12])[C:10]2[C:9](=[C:17]([CH3:18])[CH:16]=[CH:15][CH:14]=2)[N:8]=1)[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 185365992-(2-Ethoxybenzamido)-3-methylbenzamide

생성물 1

HCID 1357149122-(2-Ethoxyphenyl)-8-methylquinazolin-4(3H)-one수율 40.4%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 21226129Dichloromethane methanol용매

반응 조건

온도
210 °C

실험 절차

A mixture of 2-(2-ethoxybenzamido)-3-methylbenzamide (1.6 g, 0.0053 mol) and anhydrous zinc chloride (2.29 g, 0.016 mol) was heated at 210° C. for 5 minutes, then allowed to cool. The residue was dissolved in dichloromethane-methanol (90:10, 200 ml) and this solution washed with an aqueous solution of ethylenediamine tetraacetic acid disodium salt (12 g in 400 ml of water). The aqueous phase was then extracted with a mixture of dichloromethane-methanol (90:10, 2×50 ml) and the organic solutions combined, dried (Na2SO4) and evaporated under vacuum. The residue crystallized from ethanol to give the title compound as colourless needles (0.6 g, 40%), m.p. 177-180° C.

후처리

  1. temperatureto cool
  2. washthis solution washed with an aqueous solution of ethylenediamine tetraacetic acid disodium salt (12 g in 400 ml of water)
  3. extractionThe aqueous phase was then extracted with a mixture of dichloromethane-methanol (90:10, 2×50 ml)
  4. dry with materialdried (Na2SO4)
  5. customevaporated under vacuum
  6. customThe residue crystallized from ethanol

출처 및 근거

ORD 기록
ord-45c6c35f824a4e93a301b19385c47c07
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06562830B1

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