Ethyl Bromide → 6-ethoxy-7-methoxyquinazolin-4(3H)-one

HRID 631207ノート

反応式

HRID 631207 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[CH:7][NH:6][C:5]2=[O:14].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:22][CH3:23]>O.CC#N.CO>[CH2:22]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[CH:7][NH:6][C:5]2=[O:14])[CH3:23]

参加物

5

反応物 3

HCID 6332Ethyl BromideHCID 10796Cesium carbonateHCID 1354464136-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

生成物 1

HCID 1354437126-ethoxy-7-methoxyquinazolin-4(3H)-one収率 48%

試薬・触媒・溶媒 1

HCID 21864137Acetonitrile methanol water溶媒

実験手順

A mixture of 6-hydroxy-7-methoxyquinazoline-4(3H)-one (1.0 g, 5.2 mmol) and Cs2CO3 (1.69 g, 5.2 mmol) in H2O:MeCN:MeOH (10:5:1, 20 mL) was stirred at room temperature for 30 minutes and to it was added bromoethane (0.567 g, 5.2 mmol). Then, it was stirred at 60° C. two days. It was filtered to afford 6-ethoxy-7-methoxyquinazolin-4(3H)-one as a solid (0.550 g, 48%). 1H NMR (300 MHz, DMSO-d6) δ 8.0 (s, 1H), 7.91 (s, 1H), 7.4 (d, 1H), 7.1 (d, 1H), 4.15 (t, 2H), 3.9 (s, 3H), 1.4 (t, 3H).

後処理

  1. stirringThen, it was stirred at 60° C. two days
  2. filtrationIt was filtered

出典と根拠

ORDレコード
ord-8e9131c67bd94b23abd91806d7aba9ba
出典データセット
uspto-grants-2016_04
特許番号
US09320739B2

反応ノート

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