Ethylamine → N-(5-fluoro-2-methylphenyl)-N'-ethylthiourea

HRID 720480ノート

反応式

HRID 720480 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([N:8]=[C:9]=[S:10])[CH:7]=1.[CH2:12]([NH2:14])[CH3:13]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([NH:8][C:9]([NH:14][CH2:12][CH3:13])=[S:10])[CH:7]=1

参加物

3

反応物 2

HCID 6341EthylamineHCID 5194435-Fluoro-o-tolyl Isothiocyanate

生成物 1

HCID 21893719N-(5-fluoro-2-methylphenyl)-N'-ethylthiourea

実験手順

5-Fluoro-2-methylphenyl isothiocyanate (16.7 g; 0.1 mol) was added dropwise to aqueous ethylamine (120 mL of 70% solution). The mixture was stirred for 2 hour at ambient temperature. Excess ethylamine was removed under a stream of nitrogen. The residue was diluted with water. The solids were collected by filtration, washed with water and dried. The solid was dissolved in ether and washed with water. The organic phase was dried over anhydrous magnesium sulfate then evaporated to dryness to give N-(5-fluoro-2-methylphenyl)-N′-ethylthiourea (18.5 g), m.p. 93–95° C. Mass spectrum; (El, M.+) m/z 212. 1H-NMR (DMSO-d6; 300 MHz): δ 9.01 (br s, 1H), 7.66 (br s, 1H), 7.25–7.18 (m, 2H), 6.96 (m, 1H), 3.45 (m, 2H), 2.13 (s, 3H), and 1.09 ppm (t, 3H).

後処理

  1. customExcess ethylamine was removed under a stream of nitrogen
  2. additionThe residue was diluted with water
  3. filtrationThe solids were collected by filtration
  4. washwashed with water
  5. customdried
  6. dissolutionThe solid was dissolved in ether
  7. washwashed with water
  8. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  9. customthen evaporated to dryness

出典と根拠

ORDレコード
ord-9621857a55384e0cb3e223e4f1320a44
出典データセット
uspto-grants-2006_11
特許番号
US07135492B2

反応ノート

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