Ammonium Hydroxide → 3,5-Diamino-4-methylbenzonitrile

HRID 861929ノート

反応式

HRID 861929 の反応式
[C:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[C:6]([CH3:12])=[C:5]([N+:13]([O-])=O)[CH:4]=1)#[N:2].[Sn].[OH-].[NH4+]>Cl.C(O)(=O)C>[C:1]([C:3]1[CH:4]=[C:5]([NH2:13])[C:6]([CH3:12])=[C:7]([NH2:9])[CH:8]=1)#[N:2]

参加物

6

反応物 3

HCID 14923Ammonium HydroxideHCID 51343164-Methyl-3,5-dinitrobenzonitrileHCID 5352426Tin atom

生成物 1

HCID 184653753,5-Diamino-4-methylbenzonitrile

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒

反応条件

温度
50 °C

実験手順

A solution of 4-cyano-2,6-dinitrotoluene (8.55 g) in concentrated hydrochloric acid (70 mL) and glacial acetic acid (10 mL) is treated with tin metal (granules, 14.66 g), which is added slowly so that the temperature does not exceed 50° C. The reaction is stirred at 50° C. for 2.5 hours, then poured into ice and basified to pH=11 with concentrated ammonium hydroxide. The products are extracted with ethyl acetate (5×300 mL). The combined extracts are dried over sodium sulfate and rotary evaporated. The residue is purified by flash chromatography on silica gel, eluting with 50% ethyl acetate/hexane to afford 4-cyano-2,6-diaminotoluene as a yellow solid.

後処理

  1. additionis added slowly so that the temperature
  2. customdoes not exceed 50° C
  3. extractionThe products are extracted with ethyl acetate (5×300 mL)
  4. dry with materialThe combined extracts are dried over sodium sulfate and rotary evaporated
  5. customThe residue is purified by flash chromatography on silica gel
  6. washeluting with 50% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-6953c60b594a4eb9a7ee139aa7b12d0c
出典データセット
uspto-grants-1998_02
特許番号
US05716966

反応ノート

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