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Methyl propiolate → ethyl 2-oxo-2H-pyrimido[2,1-b]benzothiazole-8-acetate

HRID 34530
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HRID 34530 반응식
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:8]=[CH:7][C:5]=2[N:6]=1.[C:17](OC)(=[O:20])[C:18]#[CH:19]>C(O)C>[O:20]=[C:17]1[CH:18]=[CH:19][N:6]2[C:2]([S:3][C:4]3[CH:10]=[C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:8]=[CH:7][C:5]=32)=[N:1]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 13536Methyl propiolateHCID 821202(2-Amino-benzothiazol-6-yl)-acetic acid ethyl ester

생성물 1

HCID 13477942ethyl 2-oxo-2H-pyrimido[2,1-b]benzothiazole-8-acetate수율 48%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A stirred mixture of 5 g of ethyl 2-aminobenzothiazole-6-acetate [prepared according to Sawhney et al., Ind J. Chem., Vol. 16B p. 605 (1978)], 1.95 g of methyl propiolate and 30 ml of ethanol was heated under reflux for 2 hours and the mixture was allowed to cool. The crude product was collected and then recrystallized from n-butyl alcohol to obtain 2.88 g of ethyl 2-oxo-2H-pyrimido[2,1-b]benzothiazole-8-acetate as yellow needles (48% yield).

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후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. temperatureto cool
  4. customThe crude product was collected
  5. customrecrystallized from n-butyl alcohol

출처 및 근거

ORD 기록
ord-a1b92139392b4104a22c17f1bae70340
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04762840

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