Sodium ethoxide → HCID 178479326、化合物

HRID 1824019ノート

反応式

HRID 1824019 の反応式
[O-]CC.[Na+].Cl.[CH2:6]([NH:13][C:14]([NH2:16])=[NH:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=1[CH2:25][C:26](OC)=[O:27]>>[ClH:17].[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=1[CH2:25][C:26]([NH:15][C:14]([NH:13][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[NH:16])=[O:27]

参加物

4

反応物 3

HCID 2723922Sodium ethoxideHCID 2734107Methyl 2,6-dichlorophenylacetateHCID 1784794191-Benzylguanidine hydrochloride

生成物 1

HCID 178479326HCID 178479326、化合物収率 128%

実験手順

To sodium ethoxide [prepared by reacting sodium (60 mg, 2.61 mmol) and anhydrous ethanol (5 ml)] benzylguanidine hydrochloride (580 mg, 3.12 mmol) was added and refluxed in an oilbath for 1 hour. The reaction mixture was cooled to room temperature and insoluble materials filtered. Methyl 2,6-dichlorophenylacetate (285 mg, 1.3 mmol) (CH3(C═O)CH2(2,6,-di-ClC6H3) was added to the filtrate and refluxed for 2 hours. After cooling to room temperature the reaction mixture was concentrated and converted to the hydrochloride salt by the addition of hydrogen chloride (1M in ether) to provide 310 mg of N-(2,6-dichlorophenylacetyl)-N′-benzylguanidine hydrochloride as a white solid, purity 89.3% (HPLC); 1H-NMR (CD3OD) δ 4.38 (s, 4H, CH2), 7.32–7.41 (m, 8H, Ar).

後処理

  1. temperaturerefluxed in an oilbath for 1 hour
  2. filtrationinsoluble materials filtered
  3. temperaturerefluxed for 2 hours
  4. temperatureAfter cooling to room temperature the reaction mixture
  5. concentrationwas concentrated
  6. additionconverted to the hydrochloride salt by the addition of hydrogen chloride (1M in ether)

出典と根拠

ORDレコード
ord-abe5d670ec87442188c3d791a686808c
出典データセット
uspto-grants-2006_05
特許番号
US07041702B1

反応ノート

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