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

HRID 720480笔记

反应方程式

HRID 720480 反应方程式
[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

参与物

3

反应物 2

HCID 6341EthylamineHCID 5194435-氟-2-甲基苯基异硫氰酸酯

产物 1

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

实验过程

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).

后处理

  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

来源与证据

ORD记录
ord-9621857a55384e0cb3e223e4f1320a44
来源数据集
uspto-grants-2006_11
专利号
US07135492B2

反应笔记

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