Phosphorus sulfide (P2S5) → N-[3-(4,5,7-trifluorobenzothiazol-2-yl)-1-thioxopropyl]N-methylglycine ethyl ester

HRID 1940616노트

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HRID 1940616 반응식
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]([C:8](=O)[CH2:9][CH2:10][C:11]1[S:12][C:13]2[C:19]([F:20])=[CH:18][C:17]([F:21])=[C:16]([F:22])[C:14]=2[N:15]=1)[CH3:7])[CH3:2].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:26]>C1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]([C:8](=[S:26])[CH2:9][CH2:10][C:11]1[S:12][C:13]2[C:19]([F:20])=[CH:18][C:17]([F:21])=[C:16]([F:22])[C:14]=2[N:15]=1)[CH3:7])[CH3:2]

참가 물질

4

반응물 2

HCID 14817Phosphorus sulfide (P2S5)HCID 21463533N-[3-(4,5,7-trifluorobenzothiazol-2-yl)propionyl]-N-methylglycine ethyl ester

생성물 1

HCID 21463519N-[3-(4,5,7-trifluorobenzothiazol-2-yl)-1-thioxopropyl]N-methylglycine ethyl ester수율 35.2%

시약·촉매·용매 1

HCID 241Benzene용매

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온도
60 °C

실험 절차

To benzene (10 ml) was added N-[3-(4,5,7-trifluorobenzothiazol-2-yl)propionyl]-N-methylglycine ethyl ester (610 mg, 1.7 mmol) obtained in Example 3-ii) and phosphorus pentasulfide (378 mg, 1.7 mmol) and the mixture was heated at 60° C. for 3 hours. The organic phase was decanted and the residue was extracted with ether. All the organic phases were combined, washed with water, dried and evaporated to yield a residue, which was crystallized from hexane-isopropyl ether to give N-[3-(4,5,7-trifluorobenzothiazol-2-yl)-1-thioxopropyl]N-methylglycine ethyl ester (225 mg, 35%) as colorless crystals.

후처리

  1. customThe organic phase was decanted
  2. extractionthe residue was extracted with ether
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customto yield a residue, which
  7. customwas crystallized from hexane-isopropyl ether

출처 및 근거

ORD 기록
ord-32333aff5a81439da2191029e38f8c9a
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05700819

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