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Hydrazine hydrate (1:1) → 3-Amino-4-methylbenzohydrazide

HRID 541417
ノート
印刷プレビュー

反応式

HRID 541417 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:5](OC)=[O:6].O.[NH2:14][NH2:15]>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:5]([NH:14][NH2:15])=[O:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 337778Methyl 3-amino-4-methylbenzoate

生成物 1

HCID 185260563-Amino-4-methylbenzohydrazide収率 70%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

Into a round-bottom flask, was placed a solution of methyl 3-amino-4-methylbenzoate (6.60 g, 40.0 mmol, 1.00 equiv) in ethanol (100 mL). Hydrazine hydrate (10.0 g, 200 mmol, 5.00 equiv) was added to the reaction. The resulting solution was stirred for 2 h at 100° C. in an oil bath. After cooling to ambient temperature, the mixture was concentrated under reduced pressure. The residue was partitioned between water and ethyl acetate (20 mL). The aqueous layer was extracted with 4×20 mL of ethyl acetate and the combined organic layers were dried over anhydrous sodium sulfate, concentrated under reduced pressure, and dried under high-vacuum to yield 4.60 g (70%) of the title compound as a brown solid.

後処理

  1. customInto a round-bottom flask, was placed
  2. temperatureAfter cooling to ambient temperature
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was partitioned between water and ethyl acetate (20 mL)
  5. extractionThe aqueous layer was extracted with 4×20 mL of ethyl acetate
  6. dry with materialthe combined organic layers were dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customdried under high-vacuum

出典と根拠

ORDレコード
ord-44d2720299394f7f8f158beafd25f892
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08871790B2

反応ノート

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