HCID 19046449, 화합물 → HCID 19046432, 화합물

HRID 1781958노트

반응식

HRID 1781958 반응식
[C:1]([C:5]1[CH:11]=[C:10]([CH2:12]SC)[C:8]([NH2:9])=[C:7]([Cl:15])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Ni]>[C:1]([C:5]1[CH:11]=[C:10]([CH3:12])[C:8]([NH2:9])=[C:7]([Cl:15])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 19046449HCID 19046449, 화합물

생성물 1

HCID 19046432HCID 19046432, 화합물

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

4-t-Butyl-2-chloro-6-(methylthiomethyl)aniline (1.3 g) was dissolved in methanol (50 ml) and Raney-nickel (prewashed to pH 7) was added portionwise until t.l.c. indicated all starting material had reacted (ether-hexane, 1:10). The Raney-nickel was removed by filtration through Celite and the filtrate was evaporated. The residue was dissolved in ether and washed with brine, dried (MgSO4) and evaporated. The residue was purified on silica using hexane and 5% ether in hexane as eluent to afford 4-t-butyl-2-chloro-6-methylaniline as a yellow liquid. 1H NMR (360 MHz, CDCl3) δ1.26 (9H, s, (CH3)3), 2.19 (3H, s, CH3), 3.97 (2H, s, NH2), 6.97 (1H, d, J=2.0 Hz, ArH), 7.14 (1H, d, J=2.0 Hz, ArH).

후처리

  1. customThe Raney-nickel was removed by filtration through Celite
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in ether
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was purified on silica

출처 및 근거

ORD 기록
ord-2dbe524b12974d9382613c2ccfb3e4d0
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633281

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