Hydrochloric Acid → 2-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]pyridine-5-diazonium tetrafluoroborate

HRID 1090984ノート

反応式

HRID 1090984 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[C:10]([Cl:26])=[CH:11][C:12]([F:25])=[C:13]([N:15]3[C:19](=[O:20])[N:18]([CH:21]([F:23])[F:22])[C:17]([CH3:24])=[N:16]3)[CH:14]=2)=[N:6][CH:7]=1.Cl.[N:28]([O-])=O.[Na+].[F:32][B-:33]([F:36])([F:35])[F:34].[Na+]>O>[F:32][B-:33]([F:36])([F:35])[F:34].[Cl:26][C:10]1[CH:11]=[C:12]([F:25])[C:13]([N:15]2[C:19](=[O:20])[N:18]([CH:21]([F:22])[F:23])[C:17]([CH3:24])=[N:16]2)=[CH:14][C:9]=1[O:8][C:5]1[CH:4]=[CH:3][C:2]([N+:1]#[N:28])=[CH:7][N:6]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 4343483Sodium TetrafluoroborateHCID 199122051-[5-(5-aminopyridin-2-yloxy)-4-chloro-2-fluorophenyl]-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-oneHCID 23668193Sodium Nitrite

生成物 1

HCID 199122182-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]pyridine-5-diazonium tetrafluoroborate収率 97%

試薬・触媒・溶媒 1

HCID 962Water溶媒4 回

反応条件

温度
0 °C

実験手順

To a stirred mixture of 3.9 g (0.010 mole) of 1-[5-(5-aminopyridin-2-yloxy)-4-chloro-2-fluorophenyl]-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one in 10 mL of water was added 5.0 mL of concentrated hydrochloric acid. The mixture was cooled in an ice water bath, and a solution of 0.76 g (0.011 mole) of sodium nitrite in 1.4 mL of water was added portionwise. The resultant mixture was stirred at 0° C. for 30 minutes, and a solution of 1.5 g (0.014 mole) of sodium tetrafluoroborate in 5 mL of water was added portionwise. An additional 5 mL of water was added, and the reaction mixture was stirred at 0° C. for 45 minutes. The mixture was filtered, and the filter cake was rinsed with ice water followed by diethyl ether. The filter cake was dried under reduced pressure to yield 4.7 g of 2-[2-chloro-4 -fluoro-5-(4-difluoromethyl-4,5-dihydro -3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]pyridine-5-diazonium tetrafluoroborate.

後処理

  1. temperatureThe mixture was cooled in an ice water bath
  2. filtrationThe mixture was filtered
  3. washthe filter cake was rinsed with ice water
  4. customThe filter cake was dried under reduced pressure

出典と根拠

ORDレコード
ord-d7948bcf10d048838df6d427ac40076c
出典データセット
uspto-grants-1992_01
特許番号
US05084085

反応ノート

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