Ethyl chloroacetate → Ethyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetate

HRID 1699096ノート

反応式

HRID 1699096 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:13])[NH:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.ClC1C=C2C(C(O[Si](C)(C)C)=NC(O[Si](C)(C)C)=N2)=CC=1.Cl[CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38].Br[Si](C)(C)C>C1(=O)OC(C)CO1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:13])[NH:7][C:8](=[O:12])[N:9]2[CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 7751Ethyl chloroacetateHCID 76113BromotrimethylsilaneHCID 2468587-Chloroquinazoline-2,4-diolHCID 118240197-Chloro-2,4-bis(trimethylsilyloxy)quinazoline

生成物 1

HCID 9838691Ethyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetate収率 97%

試薬・触媒・溶媒 1

HCID 7924Propylene Carbonate溶媒

実験手順

As in Example 1, 7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (20 g) was silylated and the toluene was distilled off to give a concentrate containing 7-chloro-2,4-bis(trimethylsilyloxy)quinazoline. To this concentrate were added propylene carbonate (40 ml), ethyl chloroacetate (16.21 g) and bromotrimethylsilane (3.11 g), and the reaction was carried out at an internal temperature of 125˜140° C. for 8 hours. This reaction mixture was cooled to ≦70° C. and worked up as in Example 1 to provide ethyl 2-(7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl)acetate (27.90 g).

後処理

  1. distillationthe toluene was distilled off
  2. customto give a concentrate
  3. temperatureThis reaction mixture was cooled to ≦70° C.

出典と根拠

ORDレコード
ord-caae2dbec16b4071988a39a56fb4d73a
出典データセット
uspto-grants-2002_02
特許番号
US06344559B1

反応ノート

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