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Phosphorus sulfide (P2S5) → ethyl 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-thioxo-2H-1,4-benzothiazin-2-yl]acetate

HRID 1655897
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HRID 1655897 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][CH:11]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:10]2=O)=[C:4]([F:26])[CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:28]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][CH:11]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:10]2=[S:28])=[C:4]([F:26])[CH:3]=1
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참가 물질

4

반응물 2

HCID 14817Phosphorus sulfide (P2S5)HCID 10320899ethyl 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl]acetate

생성물 1

HCID 54470556ethyl 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-thioxo-2H-1,4-benzothiazin-2-yl]acetate수율 110.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To 4 ml of toluene was added 440 mg of the compound of Example 20 and 310 mg of phosphorus pentasulfide. After the mixture was heated to reflux for 6 hours, the solvent was distilled off. Methylene chloride was added to the mixture, and the insoluble substance was filtered off and the solvent was distilled off. Then the residue was purified by silica gel chromatography to give 350 mg of ethyl 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-thioxo-2H-1,4-benzothiazin-2-yl]acetate. The structural formula and physical data of this compound are shown in Table 24.

후처리

  1. temperatureAfter the mixture was heated
  2. temperatureto reflux for 6 hours
  3. distillationthe solvent was distilled off
  4. additionMethylene chloride was added to the mixture
  5. filtrationthe insoluble substance was filtered off
  6. distillationthe solvent was distilled off
  7. customThen the residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-6d7e804608e84a9783ad46885aa59e23
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05252571

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