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

HRID 855795
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HRID 855795 반응식
[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
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참가 물질

5

반응물 2

HCID 6371Phosgene2회HCID 212602732-Amino-4-nitro-5-methoxybenzoic Acid

생성물 1

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

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ccf77a2517c94ee481d1e439399bfdcb
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07262220B2

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