3-Aminobenzoic Acid → 3-Hydrazinobenzoic acid hydrochloride

HRID 492003

반응식

HRID 492003 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[N:11]([O-])=O.[Na+].O.O.[Cl:17][Sn]Cl>Cl>[ClH:17].[NH:1]([C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6])[NH2:11]

참가 물질

5

반응물 3

HCID 74193-Aminobenzoic AcidHCID 61436Stannous chloride dihydrateHCID 23668193Sodium Nitrite

생성물 1

HCID 128918633-Hydrazinobenzoic acid hydrochloride

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매2회

실험 절차

To a solution of m-aminobenzoic acid (200.0 g, 1.46 mmol) in concentrated HCl (200 mL) was added an aqueous solution (250 mL) of NaNO2 (102 g, 1.46 mmol) at 0° C. and the reaction mixture was stirred for 1 h. A solution of SnCl2.2H2O (662 g, 2.92 mmol) in concentrated HCl (2000 mL) was then added at 0° C. The reaction solution was stirred for an additional 2 h at RT. The precipitate was filtered and washed with ethanol and ether to give 3-hydrazino-benzoic acid hydrochloride as a white solid, which was used for the next reaction without further purification. 1H NMR (DMSO-d6): 10.85 (s, 3H), 8.46 (s, 1H), 7.53 (s, 1H), 7.48 (d, J=7.6 Hz, 1H), 7.37 (m, J=7.6 Hz, 1H), 7.21 (d, J=7.6 Hz, 1H).

후처리

  1. stirringThe reaction solution was stirred for an additional 2 h at RT
  2. filtrationThe precipitate was filtered
  3. washwashed with ethanol and ether

출처 및 근거

ORD 기록
ord-f314efda03f64e098e64f80109318274
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531566B2

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