Diphosgene → 5-Chloro-3-methyl isatoic anhydride

HRID 475470노트

반응식

HRID 475470 반응식
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[C:14](OC(Cl)(Cl)Cl)=[O:15]>O1CCOCC1>[Cl:12][C:8]1[CH:9]=[C:10]([CH3:11])[C:2]2[NH:1][C:14](=[O:15])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

참가 물질

4

반응물 2

HCID 10426DiphosgeneHCID 116440442-Amino-5-chloro-3-methylbenzoic acid

생성물 1

HCID 115502595-Chloro-3-methyl isatoic anhydride

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
42 °C

실험 절차

To a suspension of 2-amino-3-methyl-5-chlorobenzoic acid (i.e. product of Example 6, Step A) (97 g, 520 mmol) stirred, in dry dioxane (750 mL) at room temperature, trichloromethyl chloroformate (63 g, 320 mmol) was added dropwise. The reaction mixture exothermically warmed slowly to 42° C., and the solid almost completely dissolved before a thick suspension formed again. After the suspension was stirred at ambient temperature for 2.5 hours, the title compound was isolated by filtration, washed with ethyl ether, and dried to yield the title product compound, obtained as a white solid (98 g). 1H NMR (DMSO-d6) δ 2.3 (s, 3H), 7.70 (s, 1H), 7.75 (s, 1H), 11.2 (s, 1H).

후처리

  1. dissolutionthe solid almost completely dissolved before a thick suspension
  2. customformed again

출처 및 근거

ORD 기록
ord-71f81ca5afcb460a8ee03d0c130e609a
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637552B2

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