Hydrochloric Acid → 4,6-Dinitroresorcinol

HRID 2211334

反応式

HRID 2211334 の反応式
C[O:2][C:3]1[C:4]([N+:13]([O-:15])=[O:14])=[CH:5][C:6]([N+:10]([O-:12])=[O:11])=[C:7]([OH:9])[CH:8]=1.CN(C)C=O.Cl.Cl>CN(C)C=O>[N+:10]([C:6]1[CH:5]=[C:4]([N+:13]([O-:15])=[O:14])[C:3]([OH:2])=[CH:8][C:7]=1[OH:9])([O-:12])=[O:11]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 2667955-Methoxy-2,4-dinitrophenol2 回HCID 10920465N,N-dimethylformamide;hydrochloride

生成物 1

HCID 611584,6-Dinitroresorcinol収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
130 °C

実験手順

To a 100 mL round-bottom flask is added 2.14 g (10 mmol) of 5-methoxy-2,4-dinitrophenol (MDNP) and 1.31 g (12 mmol) of DMF-HCl in 30 mL of N,N-dimethylformamide (DMF). This mixture is stirred at 130° C. and monitored by High Pressure Liquid Chromatography (HPLC). After 8.5 hours essentially no MDNP is observed by HPLC. The reaction mixture is poured into 100 mL of 1N HCl, and extracted with ethyl acetate (EtOAc, 3×30 mL). The combined organics are washed with a single portion of 0.1N HCl, dried (Na2SO4) and concentrated by rotary evaporation to give crude 4,6-dinitroresorcinol (DNR) as a yellow solid (1.9 g, 95% yield): melting point (m.p.) 205° C. to 210° C., 1H NMR (CDCl3)δ11.03 (s,2H), 9.08 (s,1H), 6.82 (s,1H).

後処理

  1. extractionextracted with ethyl acetate (EtOAc, 3×30 mL)
  2. washThe combined organics are washed with a single portion of 0.1N HCl
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated by rotary evaporation

出典と根拠

ORDレコード
ord-764ba658150c4f60b7e970e197d8ecff
出典データセット
uspto-grants-1995_10
特許番号
US05463129

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