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

HRID 639833ノート

反応式

HRID 639833 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3776Isopropanol溶媒

反応条件

温度
70 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-4151e314786346a894475e2befb8ecc6
出典データセット
uspto-grants-2010_04
特許番号
US07691892B2

反応ノート

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