Methylamine → 5-methyl-6,7-difluoro-1H,4H-thiazolo[3,4-a]quinoxaline-1-thione

HRID 1085309노트

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HRID 1085309 반응식
Cl[CH2:2][C:3]1[N:4]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([F:16])[C:10]=2F)[C:5](=[S:8])[S:6][CH:7]=1.[CH3:18][NH2:19]>C(#N)C.CO>[CH3:18][N:19]1[C:10]2[C:9](=[CH:14][CH:13]=[C:12]([F:15])[C:11]=2[F:16])[N:4]2[C:5](=[S:8])[S:6][CH:7]=[C:3]2[CH2:2]1

참가 물질

5

반응물 2

HCID 6329MethylamineHCID 41903592(3H)-Thiazolethione, 4-(chloromethyl)-3-(2,3,4-trifluorophenyl)-

생성물 1

HCID 104683535-methyl-6,7-difluoro-1H,4H-thiazolo[3,4-a]quinoxaline-1-thione

시약·촉매·용매 2

HCID 887Methanol용매HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

4-Chloromethyl-3-(2,3,4-trifluorophenyl)-2(3H)thiazolethione (2.5 g) prepared in the same manner as in Reference Example 7 was dissolved in acetonitrile (25 ml) and to the solution was added 40 % solution of methylamine in methanol (3.3 g) and the mixture was stirred at 50° C. for 16 hours. The reaction mixture was evaporated to dryness under reduced pressure and to the residue was added water and the solution was extracted with chloroform. The extract was washed with a NaCl solution, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The obtained residue was recrystallized from a mixed solvent of cyclohexane - ethyl acetate to give the title compound (2.0 g) as pale yellow crystals, m.p. 165°-167° C.

후처리

  1. customThe reaction mixture was evaporated to dryness under reduced pressure and to the residue
  2. additionwas added water
  3. extractionthe solution was extracted with chloroform
  4. washThe extract was washed with a NaCl solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe obtained residue was recrystallized from a mixed solvent of cyclohexane - ethyl acetate

출처 및 근거

ORD 기록
ord-0d63e24e71e6413d82149b8c1c9b4e92
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05008389

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