Dimethylformamide → 7-(Benzyloxy)-4-chloroquinazoline

HRID 639964ノート

反応式

HRID 639964 の反応式
CN(C)C=O.[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18](=O)[NH:19][CH:20]=[N:21]2)=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.S(Cl)([Cl:27])=O>>[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]([Cl:27])=[N:19][CH:20]=[N:21]2)=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 1357631107-(Benzyloxy)-3,4-dihydroquinazolin-4-one

生成物 1

HCID 220309237-(Benzyloxy)-4-chloroquinazoline収率 86.5%

実験手順

Dimethylformamide (0.5 ml) was added to a suspension of 7-(benzyloxy)quinazolin-4-(3H)-one (5.04 g, 20 mmol) in thionyl chloride (50 ml) and the mixture heated at reflux for 2 hours. The thionyl chloride was removed in vacuo and the residual oil dissolved in dichloromethane (100 ml). This solution was slowly added to an aqueous saturated solution of sodium bicarbonate (100 ml) and the organic phase recovered. The aqueous phase was extracted with dichloromethane (2×50 ml) and the combined organics dried and concentrated to yield 7-(benzyloxy)-4-chloroquinazoline (4.68 g, 86.5% yield):

後処理

  1. temperaturethe mixture heated
  2. temperatureat reflux for 2 hours
  3. customThe thionyl chloride was removed in vacuo
  4. dissolutionthe residual oil dissolved in dichloromethane (100 ml)
  5. additionThis solution was slowly added to an aqueous saturated solution of sodium bicarbonate (100 ml)
  6. customthe organic phase recovered
  7. extractionThe aqueous phase was extracted with dichloromethane (2×50 ml)
  8. customthe combined organics dried
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-4698f4b36e6e4f409dbeecfcb95d0a52
出典データセット
uspto-grants-2010_04
特許番号
US07691867B2

反応ノート

読み込み中…