Oxalyl chloride → 6,7-Diacetoxy-4-chloro-quinazoline

HRID 1797884노트

반응식

HRID 1797884 반응식
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][C:16](=[O:18])[CH3:17])[N:11]=[CH:10][NH:9][C:8]2=O)(=[O:3])[CH3:2].C(Cl)(=O)C([Cl:23])=O>C(Cl)(Cl)Cl>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][C:16](=[O:18])[CH3:17])[N:11]=[CH:10][N:9]=[C:8]2[Cl:23])(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 136013901HCID 136013901, 화합물2회

생성물 1

HCID 272813776,7-Diacetoxy-4-chloro-quinazoline

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 6,7-diacetoxy-4(3H)-quinazolinone, 12 (3.20 g, 11.42 mmol) in CHCl3 (60 ml) was added oxalyl chloride (2.2 ml, 17.3 mmol) dropwise at 0° C. The resulting reaction mixture was stirred at room temperature for 15 minutes then was gradually heated to reflux for 5 h during which time the starting material was consumed. The reaction mixture was cooled to 10° C. and the solution was quenched with aq sodium bicarbonate. The organic layer was separated and washed with brine then dried over Na2SO4 and directly taken to the next step without concentration.

후처리

  1. customThe resulting reaction mixture
  2. temperaturethen was gradually heated
  3. temperatureto reflux for 5 h during which time the starting material
  4. customwas consumed
  5. temperatureThe reaction mixture was cooled to 10° C.
  6. customthe solution was quenched with aq sodium bicarbonate
  7. customThe organic layer was separated
  8. washwashed with brine
  9. dry with materialthen dried over Na2SO4
  10. concentrationdirectly taken to the next step without concentration

출처 및 근거

ORD 기록
ord-96315d7273964b919b307acc3bd5e19a
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08343950B2

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