Stannous chloride dihydrate → 1-(4-Hydrazinobenzyl)-4-methylpiperazine

HRID 501221노트

반응식

HRID 501221 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[N:16]([O-])=O.[Na+].O.O.Cl[Sn]Cl>C(O)(=O)C.O.Cl>[NH:13]([C:12]1[CH:14]=[CH:15][C:9]([CH2:8][N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[CH:10][CH:11]=1)[NH2:16]

참가 물질

7

반응물 3

HCID 61436Stannous chloride dihydrateHCID 31539964-((4-Methylpiperazin-1-yl)methyl)anilineHCID 23668193Sodium Nitrite

생성물 1

HCID 684652221-(4-Hydrazinobenzyl)-4-methylpiperazine수율 99.1%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매2회HCID 962Water용매

실험 절차

To a stirred solution of 4-[(4-methylpiperazin-1-yl)methyl]aniline (3.2 g, 15.57 mmol) in acetic acid: concentrated HCl (32:32 mL) at 10° C. was added NaNO2 (1.30 g, 18.78 mmol) in water (16 mL) and stirred for 10 min. Freshly prepared SnCl2.2H2O (11.75 g, 51.97 mmol) in concentrated HCl (32 mL) was added at 10° C. The temperature of the reaction mixture was allowed to rise to room temperature and maintained there for 4 hr. After filtering the reaction mixture, the precipitate was washed with water and the solid obtained was dried under reduced pressure to obtain 1-(4-hydrazinobenzyl)-4-methylpiperazine (3.4 g). 1H NMR (CD3OD, 200 MHz) δ: 7.66 (2H, d, J=8.4 Hz), 7.13 (2H, d, J=8.4 Hz), 4.46 (2H, s), 3.72 (8H, bm), 3.11 (3H, s);

후처리

  1. customto rise to room temperature
  2. temperaturemaintained there for 4 hr
  3. filtrationAfter filtering the reaction mixture
  4. washthe precipitate was washed with water
  5. customthe solid obtained
  6. customwas dried under reduced pressure

출처 및 근거

ORD 기록
ord-09f2e740fd884df3b87df1985fce89cf
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772245B2

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