Hydrochloric Acid → 3-(2H-tetrazol-5-yl)-phenylamine hydrochloride

HRID 440793

반응식

HRID 440793 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[NH:14][N:13]=[N:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[ClH:15]>C(O)C.[Pd]>[ClH:15].[NH2:1][C:4]1[CH:5]=[C:6]([C:10]2[NH:14][N:13]=[N:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 2851295-(3-nitrophenyl)tetrazole

생성물 1

HCID 212019913-(2H-tetrazol-5-yl)-phenylamine hydrochloride수율 71%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of 5-(3-nitrophenyl)tetrazole (22 g, 0.12 mol) in ethanol (500 ml) was added 10% palladium on carbon (1.5 g, 7% (w/w)) in hydrochloric acid (23 ml of a 5M solution). The mixture was hydrogenated at 40 psi for 10 min, then the catalyst filtered off and washed with water. The solvents were evaporated in vacuo and the brown solid azeotroped with toluene (4×100 ml). The resulting solid was triturated with hot ethanol to give 5-(3-aminophenyl)tetrazole hydrochloride (16.3 g, 71%) as a beige powder; mp 203°-205° C.; δH (360 MHz, D2O) 7.63 (1H, d, J=9 Hz), 7.75 (1H, t, J=8 Hz), 8.00 (2H, m).

후처리

  1. filtrationthe catalyst filtered off
  2. washwashed with water
  3. customThe solvents were evaporated in vacuo
  4. customthe brown solid azeotroped with toluene (4×100 ml)
  5. customThe resulting solid was triturated with hot ethanol

출처 및 근거

ORD 기록
ord-27e268d3d17d470094805b5f3ae5e61e
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521175

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