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

HRID 720480

반응식

HRID 720480 반응식
[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

참가 물질

3

반응물 2

HCID 6341EthylamineHCID 5194435-Fluoro-o-tolyl Isothiocyanate

생성물 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9621857a55384e0cb3e223e4f1320a44
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135492B2

연결된 노트

불러오는 중…