Hydrochloric Acid → 4-methyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol

HRID 639830ノート

反応式

HRID 639830 の反応式
[C:1]([NH:9][NH2:10])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[CH3:11][N:12]=[C:13]=[S:14].C([O-])(O)=O.[Na+].Cl>CC(O)C.O>[CH3:11][N:12]1[C:1]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=2)=[N:9][NH:10][C:13]1=[S:14]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11112Nicotinic acid, hydrazideHCID 11167Methyl isothiocyanateHCID 516892Sodium Bicarbonate

生成物 1

HCID 7575824-methyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol

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

Nicotinohydrazide (10 g, 73 mmol) and methyl isothiocyanate (5.6 g, 76 mmol) were mixed in 2-propanol (150 ml) and heated to 70° C. o.n. The reaction was cooled to r.t. and evaporated to dryness. H2O (180 mL) and NaHCO3 (12.8 g, 152 mmol) were added to the residue and the mixture was refluxed o.n. The reaction mixture was cooled to r.t., acidified with concentrated HCl and the title compound, 13.1 g (93%), was collected by filtration. LC-MS (M++1): 193

後処理

  1. temperatureThe reaction was cooled to r.t.
  2. customevaporated to dryness
  3. temperaturethe mixture was refluxed o.n
  4. temperatureThe reaction mixture was cooled to r.t.
  5. filtrationthe title compound, 13.1 g (93%), was collected by filtration

出典と根拠

ORDレコード
ord-6bdeeec6ea7f4e14b5c0781491d9c896
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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