Methyl 4-aminobenzoate → Methyl 4-hydrazinylbenzoate

HRID 509718

反応式

HRID 509718 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[N:12]([O-])=O.[Na+].[Sn](Cl)(Cl)(Cl)Cl>Cl.O>[NH:1]([C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[NH2:12]

参加物

6

反応物 3

HCID 12082Methyl 4-aminobenzoateHCID 24287Tin tetrachlorideHCID 23668193Sodium Nitrite

生成物 1

HCID 408928Methyl 4-hydrazinylbenzoate収率 112.7%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Methyl 4-aminobenzoate (5.0 g, 0.0331 moles) was taken up in conc. HCl (50 mL) and cooled to 0° C. Sodium nitrite (2.5 g, 0.0331 moles) solution in water was added at 0° C. over 30 minutes and stirred at RT for 90 min. Tin chloride (19.40 g, 0.0927 moles) in HCl (100 mL) was added drop wise at 0° C. and stirred at RT for 2 hr. The reaction was filtered and the solid obtained was washed with diethyl ether and dried on a rotary evaporator to give 6.2 g, 92.53% yield of Methyl 4-hydrazinylbenzoate as a white solid.

後処理

  1. stirringstirred at RT for 2 hr
  2. filtrationThe reaction was filtered
  3. customthe solid obtained
  4. washwas washed with diethyl ether
  5. customdried on a rotary evaporator

出典と根拠

ORDレコード
ord-d718d8b6af2e4695a0699b705791e9c1
出典データセット
uspto-grants-2015_08
特許番号
US09096591B2

関連ノート

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