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

HRID 1797884ノート

反応式

HRID 1797884 の反応式
[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]

参加物

4

反応物 2

HCID 65578Oxalyl chlorideHCID 136013901HCID 136013901、化合物2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-96315d7273964b919b307acc3bd5e19a
出典データセット
uspto-grants-2013_01
特許番号
US08343950B2

反応ノート

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