Hydrochloric Acid → 5-(3,5-Difluoro-phenyl)-4-methyl-2,4-dihydro-[1,2,4]triazole-3-thione

HRID 639833노트

반응식

HRID 639833 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[CH:11]=1)[C:5]([NH:7][NH2:8])=O.[CH3:13][N:14]=[C:15]=[S:16].C([O-])(O)=O.[Na+].Cl>CC(O)C.O>[F:1][C:2]1[CH:3]=[C:4]([C:5]2[N:14]([CH3:13])[C:15](=[S:16])[NH:8][N:7]=2)[CH:9]=[C:10]([F:12])[CH:11]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 11167Methyl isothiocyanateHCID 516892Sodium BicarbonateHCID 27369243,5-Difluorobenzohydrazide

생성물 1

HCID 703281195-(3,5-Difluoro-phenyl)-4-methyl-2,4-dihydro-[1,2,4]triazole-3-thione

시약·촉매·용매 2

HCID 962Water용매HCID 3776Isopropanol용매

반응 조건

온도
70 °C

실험 절차

3,5-difluorobenzohydrazide (5 g, 29 mol) and methyl isothiocyanate (2.1 g, 29 mmol) were mixed in 2-propanol (100 ml) and heated to 70° C. o.n. The reaction was cooled to r.t. and the formed precipitate was filtered off. H2O (100 mL) and NaHCO3 (4 g, 48 mmol) were added to the solid and the mixture was heated to 70° C. for 2 h. The reaction mixture was cooled to r.t., acidified with concentrated HCl and the title compound, 6.4 g (97%), was collected by filtration. LC-MS (M++1): 228

후처리

  1. temperatureThe reaction was cooled to r.t.
  2. filtrationthe formed precipitate was filtered off
  3. temperaturethe mixture was heated to 70° C. for 2 h
  4. temperatureThe reaction mixture was cooled to r.t.
  5. filtrationthe title compound, 6.4 g (97%), was collected by filtration

출처 및 근거

ORD 기록
ord-4151e314786346a894475e2befb8ecc6
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691892B2

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