Toluene → 3-(2,4-dichloro-6-fluorobenzothiazol-7-yl)-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one

HRID 21732노트

반응식

HRID 21732 반응식
[Cl:1][C:2]1[S:3][C:4]2[C:10]([N:11]([C:13](=[O:18])C(C)(C)C)[NH2:12])=[C:9]([F:19])[CH:8]=[C:7]([Cl:20])[C:5]=2[N:6]=1.[C:21](Cl)(Cl)=[O:22].[C:25]1([CH3:31])[CH:30]=CC=C[CH:26]=1>>[Cl:1][C:2]1[S:3][C:4]2[C:10]([N:11]3[N:12]=[C:21]([C:25]([CH3:31])([CH3:30])[CH3:26])[O:22][C:13]3=[O:18])=[C:9]([F:19])[CH:8]=[C:7]([Cl:20])[C:5]=2[N:6]=1

참가 물질

4

반응물 3

HCID 1140TolueneHCID 6371PhosgeneHCID 199334582,4-dichloro-6-fluoro-7-[N-(2,2-dimethylpropanoyl)hydrazino]benzothiazole

생성물 1

HCID 199334683-(2,4-dichloro-6-fluorobenzothiazol-7-yl)-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one

실험 절차

A solution of 1,4 g 2,4-dichloro-6-fluoro-7-[N-(2,2-dimethylpropanoyl)hydrazino]benzothiazole in 8 ml of a 20% solution of phosgene in toluene was heated for 8 hours at 100° C. After cooling, the toluene was removed in vacuo and the residue taken up in dichloromethane. The extract was shaken with aqueous sodium hydrogen carbonate and water, dried over magnesium sulfate and concentrated. The residue was recrystallised from isopropanol/diisopropyl ether. Yield: 0.5 g=40% of theory. m.p.: 157°-158° C.

후처리

  1. temperatureAfter cooling
  2. customthe toluene was removed in vacuo
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was recrystallised from isopropanol/diisopropyl ether

출처 및 근거

ORD 기록
ord-493faa9c9345471f9464a36836bbc40e
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424443

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