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Phosgene → 6-Methoxy-7-nitro-2H-3,1-benzoxazine-2,4(1H)-dione

HRID 855795
ノート
印刷プレビュー

反応式

HRID 855795 の反応式
[NH2:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([O:14][CH3:15])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:16](Cl)(Cl)=[O:17]>C(Cl)(Cl)Cl.O1CCCC1>[CH3:15][O:14][C:8]1[C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:2]2[NH:1][C:16](=[O:17])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 6371Phosgene2 回HCID 212602732-Amino-4-nitro-5-methoxybenzoic Acid

生成物 1

HCID 713780046-Methoxy-7-nitro-2H-3,1-benzoxazine-2,4(1H)-dione収率 100%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

2.0 g (9.4 mmol) of 2-amino-5-methoxy-4-nitrobenzoic acid were dissolved in 20 ml of chloroform and 10 ml of tetrahydrofuran, and 20 ml of 20% strength phosgene solution (1.8 M in toluene) were added. After 3 hours under reflux, a further 10 ml of phosgene solution were added at 60° C., and the mixture was stirred at 60° C. for a further 12 hours. The phosgene was distilled off and the residue was concentrated in vacuo after addition of toluene several times. 2.2 g (100%) of the desired product were obtained.

後処理

  1. temperatureAfter 3 hours under reflux
  2. distillationThe phosgene was distilled off
  3. concentrationthe residue was concentrated in vacuo
  4. additionafter addition of toluene several times

出典と根拠

ORDレコード
ord-ccf77a2517c94ee481d1e439399bfdcb
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07262220B2

反応ノート

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