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Triethylamine → 3-hydroxy-4-methyl-benzoic acid N'-[2-(4-chloro-phenyl)-acetyl]-hydrazide

HRID 2081097
ノート
印刷プレビュー

反応式

HRID 2081097 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](Cl)=[O:10])=[CH:4][CH:3]=1.[OH:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=1[CH3:23])[C:16]([NH:18][NH2:19])=[O:17].C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:19][NH:18][C:16](=[O:17])[C:15]2[CH:20]=[CH:21][C:22]([CH3:23])=[C:13]([OH:12])[CH:14]=2)=[O:10])=[CH:4][CH:3]=1
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

5

反応物 3

HCID 8471TriethylamineHCID 906924-Chlorophenylacetyl chlorideHCID 167809363-Hydroxy-4-methylbenzohydrazide

生成物 1

HCID 596497123-hydroxy-4-methyl-benzoic acid N'-[2-(4-chloro-phenyl)-acetyl]-hydrazide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
85 °C

実験手順

A mixture of 4-chlorophenylacetyl chloride (1.36 g, 7.22 mmol) (Aldrich), 3-hydroxy-4-methyl-benzoic acid hydrazide (1.0 g, 6.02 mmol) (from Example 6 supra) and triethylamine (1.36 mL) in tetrahydrofuran (20 mL) was heated at 85° C. for 1 day. The reaction mixture was partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate (1×). The combined organic phase washed with water and brine, dried (magnesium sulfate) and concentrated. The residue washed with ethyl acetate and dichloromethane and dried to give 3-hydroxy-4-methyl-benzoic acid N′-[2-(4-chloro-phenyl)-acetyl]-hydrazide. (Yield 0.91 g, 95%).

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. extractionThe aqueous phase was extracted with ethyl acetate (1×)
  3. washThe combined organic phase washed with water and brine
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated
  6. washThe residue washed with ethyl acetate and dichloromethane
  7. customdried

出典と根拠

ORDレコード
ord-d0a67b923bab47f98c9be80e596f0423
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932390B2

反応ノート

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