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Methanol → 6-(3-chloropropoxy)-7-methoxyquinazolin-4(3H)-one

HRID 384817
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HRID 384817 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:18])[C:6](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][Cl:17])[C:7](OC)=[O:8].C([O-])([O-])OC.C([O-])(=O)C.[NH4+:28].[CH3:29]O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6]([C:7](=[O:8])[NH:28][CH:29]=[N:18]2)=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][Cl:17]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 517165Ammonium AcetateHCID 23032997Methyl 2-amino-5-(3-chloropropoxy)-4-methoxybenzoateHCID 53629101Methylorthoformate

생성물 1

HCID 1355897736-(3-chloropropoxy)-7-methoxyquinazolin-4(3H)-one수율 91%

시약·촉매·용매 1

HCID 962Water
용매

반응 조건

온도
25 °C

실험 절차

In a 10 mL volume stainless pressure-resistant vessel equipped with a stirrer and a thermometer were placed 1.0 g (3.7 mmol) of methyl 4-methoxy-5-(3-chloropropoxy)-anthranilate, 0.93 g (8.8 mmol) of methyl orthoformate, 0.67 g (8.8 mmol) of ammonium acetate, and 5 mL of methanol. The vessel was closed, and the reaction was carried out at 90-95° C. for 8 hours. After the reaction was complete, 50 mL of water was added to the reaction mixture. The aqueous reaction mixture was stirred at 25° C. for one hour, to precipitate a crystalline product. The crystalline product was collected by filtration and dried at 60° C. under reduced pressure, to give 0.89 g (isolated yield: 91%) of 7-methoxy-6-(3-chloropropoxy)quinazolin-4-one as a white crystalline product.

후처리

  1. customIn a 10 mL volume stainless pressure-resistant vessel equipped with a stirrer
  2. customThe vessel was closed
  3. customto precipitate a crystalline product
  4. filtrationThe crystalline product was collected by filtration
  5. customdried at 60° C. under reduced pressure

출처 및 근거

ORD 기록
ord-15d3142af5c74355b11d24bc8cdcde3c
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367824B2

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