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Sulfuric Acid → 5-Amino-1-propyl-1H-pyrazole-4-carboxamide

HRID 1532122
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HRID 1532122 반응식
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][CH3:9])[N:5]=[CH:4][C:3]=1[C:10]#[N:11].S(=O)(=O)(O)[OH:13].C(=O)([O-])[O-].[Na+].[Na+]>O>[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][CH3:9])[N:5]=[CH:4][C:3]=1[C:10]([NH2:11])=[O:13]
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참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 10725518HCID 10725518, 화합물

생성물 1

HCID 150400785-Amino-1-propyl-1H-pyrazole-4-carboxamide수율 95%

시약·촉매·용매 1

HCID 962Water용매

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온도
90 °C

실험 절차

A solution of 5-amino-4-cyano-1-n-propylpyrazole (J. Med. Chem., 1968, 11, 79; 4.0 g, 0.0027 mol) in a mixture of concentrated sulphuric acid (30 ml) and water (3 ml) was heated at 90° C. for 1 hour. The cool reaction mixture was poured into ice/water (70 g) and the resulting mixture basified with solid sodium carbonate to pH 8. The aqueous solution thus obtained was extracted with ethyl acetate (5×100 ml), the combined extracts dried (Na2SO4) and the solvent removed by evaporation under vacuum to give the title compound as a pale yellow solid (4.25 g, 95%). A sample was obtained as colourless crystals, m.p. 183-185° C., by crystallisation from methanol-diethyl ether. Found: C, 50.39; H, 6.94; N, 33.21. C7H12N4O requires C, 49.99; H, 7.19; N, 33.31%.

후처리

  1. customThe cool reaction mixture
  2. customThe aqueous solution thus obtained
  3. extractionwas extracted with ethyl acetate (5×100 ml)
  4. dry with materialthe combined extracts dried (Na2SO4)
  5. customthe solvent removed by evaporation under vacuum

출처 및 근거

ORD 기록
ord-618abb70589c472eb885731f12699f64
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06200980B1

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