Triethylamine → Ammonia

HRID 346682ノート

反応式

HRID 346682 の反応式
Cl.Cl[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.[NH:9]1[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(N(CC)CC)C>CC(C)CCO>[NH3:6].[N:6]1[CH:7]=[CH:8][C:3]([N:9]2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:5]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 68163Hexahydro-1,4-diazepineHCID 818524-Chloropyridine hydrochloride

生成物 2

HCID 222AmmoniaHCID 27605081-pyridin-4-yl-1,4-diazepane

試薬・触媒・溶媒 1

HCID 31260Isoamyl Alcohol溶媒2 回

実験手順

A suspension of 4-chloropyridine hydrochloride (7.5 g) in 3-methyl-1-butanol (100 ml) was added dropwise to a refluxing solution of hexahydro-1,4-diazepine (10.0 g) and triethylamine (16.8 ml) in 3-methyl-1-butanol (300 ml). After addition the solution was refluxed for 18 hours. The solvent was removed in vacuo to give an oil. Purification by sinter-column chromatography on silica gel, eluting with dichloromethane containing an increasing proportion of methanol (2-5%) and a small amount of conc. aqueous ammonia, gave 1-(4-pyridyl)hexahydro-1,4-diazepine as a colourless oil which slowly crystallised on standing.

後処理

  1. additionAfter addition the solution
  2. temperaturewas refluxed for 18 hours
  3. customThe solvent was removed in vacuo
  4. customto give an oil
  5. customPurification by sinter-column chromatography on silica gel
  6. washeluting with dichloromethane containing an increasing proportion of methanol (2-5%)

出典と根拠

ORDレコード
ord-3bbca0678af6482986eed40f4e42c5f6
出典データセット
uspto-grants-2007_02
特許番号
US07173025B1

反応ノート

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