N5-(2-methylpropyl)4-nitrotetrazolo[1,5-a][1,7]naphthyridin-5-amine → N5-(2-methylpropyl)tetrazolo[1,5-a][1,7]naphthyridin-4,5-diamine

HRID 989084노트

반응식

HRID 989084 반응식
[CH3:1][CH:2]([CH3:21])[CH2:3][NH:4][C:5]1[C:14]2[C:9](=[CH:10][N:11]=[CH:12][CH:13]=2)[N:8]2[N:15]=[N:16][N:17]=[C:7]2[C:6]=1[N+:18]([O-])=O.S.[Na]>C(O)(=O)C.O>[CH3:1][CH:2]([CH3:21])[CH2:3][NH:4][C:5]1[C:14]2[C:9](=[CH:10][N:11]=[CH:12][CH:13]=2)[N:8]2[N:15]=[N:16][N:17]=[C:7]2[C:6]=1[NH2:18]

참가 물질

5

반응물 2

HCID 12015802N5-(2-methylpropyl)4-nitrotetrazolo[1,5-a][1,7]naphthyridin-5-amineHCID 86586439Sodium hydrogen sulphide

생성물 1

HCID 12015803N5-(2-methylpropyl)tetrazolo[1,5-a][1,7]naphthyridin-4,5-diamine수율 90.8%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

N5-(2-Methylpropyl)-4-nitrotetrazolo[1,5-a][1,7]naphthyridin-5-amine (1.5 g, 5.22 mmol) was suspended in acetic acid (75 mL). An excess of sodium hydrogen sulfide was dissolved in a minimum of water and added to the suspension. The reaction mixture turned red and all of the material went into solution. The reaction mixture was extracted twice with dichloromethane (150 mL). The extracts were combined, washed with water, dried over magnesium sulfate, filtered and concentrated under vacuum to provide 1.22 g of N5-(2-methylpropyl)tetrazolo[1,5-a][1,7]naphthyridin-4,5-diamine as a light yellow solid, m.p. 203-204.5° C. Analysis: Calculated for: C12H15N7: %C, 56.02; %H, 5.88; ON, 38.11; Found: %C, 55.68; %H, 5.81; %N, 37.74.

후처리

  1. additionadded to the suspension
  2. extractionThe reaction mixture was extracted twice with dichloromethane (150 mL)
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-97a1af49b34242769853feb35a577bf9
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06638944B2

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