Thiourea → 5-(t-Butyl)-2-oxazolylmethyl Thiouronium Hydrochloride

HRID 2227793ノート

反応式

HRID 2227793 の反応式
[C:1]([C:5]1[O:9][C:8]([CH2:10][Cl:11])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C>[ClH:11].[C:1]([C:5]1[O:9][C:8]([CH2:10][S:14][C:13]([NH2:15])=[NH2+:12])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 2723790ThioureaHCID 129689745-tert-Butyl-2-(chloromethyl)-1,3-oxazole

生成物 1

HCID 224810765-(t-Butyl)-2-oxazolylmethyl Thiouronium Hydrochloride収率 93%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The title compound of Example 6 (1.77 g, 10.2 mmol, 1.02 eq) was combined with thiourea (0.76 g, 9.98 mmol, 1 eq) under N2 in 10 mL of absolute ethanol. The reaction was heated at reflux for 1.5 hours. The mixture was cooled to room temperature and concentrated in vacuo. Trituration of the resulting crude material with t-butyl methyl ether provided 2.32 g (93%) of the title compound. HPLC R.T.=2.05 min (Phenomenex Inc., 5 μm C18 column 4.6×50 mm, 10-90% aqueous methanol over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm); 1H NMR (d6-DMSO): δ 9.48 (s, 3H), 6.85 (s, 1H), 4.73 (s, 2H), 1.24 (s, 9H).

後処理

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 1.5 hours
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-785799669e9e4012a5527c91eff72e5e
出典データセット
uspto-grants-2002_07
特許番号
US06414156B2

反応ノート

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