Ethoxyethylamine → N-(2-ethoxyethyl)-3-fluoro-4-nitrobenzamide

HRID 72766

反応式

HRID 72766 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=O.[CH2:14]([O:16][CH2:17][CH2:18][NH2:19])[CH3:15].C(N(CC)C(C)C)(C)C.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1>Cl.C(#N)C>[CH2:14]([O:16][CH2:17][CH2:18][NH:19][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([N+:11]([O-:13])=[O:12])=[C:2]([F:1])[CH:3]=1)[CH3:15]

参加物

8

反応物 5

HCID 66970EthoxyethylamineHCID 81531DiisopropylethylamineHCID 2306533-Fluoro-4-nitrobenzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

生成物 1

HCID 59198706N-(2-ethoxyethyl)-3-fluoro-4-nitrobenzamide

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 6342Acetonitrile溶媒

実験手順

3-Fluoro-4-nitrobenzoic acid 5.55 g, 2-ethoxyethylamine 3.15 mL, N,N-diisopropylethylamine 5.23 mL, 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride 8.63 g, 1-hydroxybenzotriazole monohydrate 5.96 g and acetonitrile 77 mL were mixed and stirred for 19 hours. The reaction liquid was poured in diluted hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine, saturated aqueous sodium hydrogencarbonate solution and saturated brine, by the order stated, and dried over magnesium sulfate. Distilling the solvent off, 6.86 g of the title compound was obtained.

後処理

  1. customThe reaction liquid
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine, saturated aqueous sodium hydrogencarbonate solution and saturated brine, by the order
  4. dry with materialdried over magnesium sulfate
  5. distillationDistilling the solvent off, 6.86 g of the title compound
  6. customwas obtained

出典と根拠

ORDレコード
ord-c289596415db46dba95edc6d7a6a7ad7
出典データセット
uspto-grants-2014_09
特許番号
US08829000B2

関連ノート

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