Ethyl formate → 4-cyclopropyl-1H-pyrazol-3-amine

HRID 528770

反応式

HRID 528770 の反応式
[Na].[CH:2](OCC)=O.[CH:7]1([CH2:10][C:11]#[N:12])[CH2:9][CH2:8]1.[NH2:13][NH2:14]>CCOCC.C1COCC1.C(O)(=O)C>[CH:7]1([C:10]2[CH:2]=[N:14][NH:13][C:11]=2[NH2:12])[CH2:9][CH2:8]1

参加物

8

反応物 4

HCID 8025Ethyl formateHCID 9321HydrazineHCID 643447CyclopropylacetonitrileHCID 5360545Sodium

生成物 1

HCID 235693104-cyclopropyl-1H-pyrazol-3-amine

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒2 回HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To 7 g (0.3 mol) of freshly cut sodium chunks in 220 mL dry ether under nitrogen and external ice cooling was added a solution of 25 mL (0.3 mol) ethyl formate followed by a solution of 25 g (0.3 mol) cyclopropylacetonitrile in 50 mL dry ether, and the mixture was stirred at room temperature for 2 days. 19 mL (0.3 mol) glacial acetic acid was added whilst maintaining the internal temperature at 10-12° C., the solids were filtered off and the filtrate was concentrated at below 20° C. The residue was treated with 300 mL (0.6 mol) 2 M hydrazine in THF, 5 mL glacial acetic acid and heated at reflux for 2 hours. After cooling, the mixture was concentrated and the desired product was obtained by kugelrohr distillation. The product was used in the next step without further purification.

後処理

  1. temperaturewhilst maintaining the internal temperature at 10-12° C.
  2. filtrationthe solids were filtered off
  3. concentrationthe filtrate was concentrated at below 20° C
  4. temperatureheated
  5. temperatureat reflux for 2 hours
  6. temperatureAfter cooling
  7. concentrationthe mixture was concentrated

出典と根拠

ORDレコード
ord-68ba72dfd7d845bea27c13380b53b694
出典データセット
uspto-grants-2016_05
特許番号
US09346816B2

関連ノート

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