Ammonium Chloride → 1,3-Benzenediamine, 2-methoxy-

HRID 131078

반응식

HRID 131078 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[O:13][CH3:14])([O-])=O.[NH4+].[Cl-]>O.[Zn]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[O:13][CH3:14]

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 5977192,6-Dinitrophenyl methyl ether

생성물 1

HCID 124029761,3-Benzenediamine, 2-methoxy-수율 95%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 962Water용매

실험 절차

0.500 g (2.52 mmol) of compound 2,6-dinitroanisole was suspended in 40 mL of water together with 2.310 g (35.3 mmol) of Zn and 0.530 g (10.1 mmol) of NH4Cl. The solution was boiled for 2.5 h. After cooling to room temperature, the solution was extracted with ethyl acetate. The organic solution was dried with anhydrous Na2SO4 and distilled in vacuo to obtain 0.330 g (95%) of clean 2,6-diaminoanisole as a red oil. 1H NMR (CDCl3) δ 6.73 (t, J=7.9 Hz, 1H, Ar—H), 6.19 (d, J=7.9 Hz, 2H, Ar—H), 3.78 (s, 3H, O—CH3), 3.73 (br. s, 4H, Ar—NH2). 13C NMR (CDCl3) δ 140.3, 134.9, 125.2, 106.6, 58.6.

후처리

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialThe organic solution was dried with anhydrous Na2SO4
  3. distillationdistilled in vacuo

출처 및 근거

ORD 기록
ord-6f19936467724c4395edc034ea960fd7
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384789B2

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