Hydrochloric Acid → HCID 66745948、化合物

HRID 471558ノート

反応式

HRID 471558 の反応式
[CH:1]([NH:4][C:5]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[C:6]=1[C:7]#[N:8])([CH3:3])[CH3:2].Cl>CO.[Fe]>[NH2:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:5]([NH:4][CH:1]([CH3:3])[CH3:2])[C:6]=1[C:7]#[N:8]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 574159382-Nitro-6-[(propan-2-yl)amino]benzonitrile

生成物 1

HCID 66745948HCID 66745948、化合物収率 106.3%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 887Methanol溶媒

反応条件

温度
90 °C

実験手順

To a solution of 2-(isopropylamino)-6-nitrobenzonitrile (Example 90c) (0.21 g, 1.02 mmol) in MeOH (9 mL) was added concentrated HCl (2 mL). Then Fe (0.17 g, 3.07 mmol) was added portionwise, and the reaction mixture was refluxed at 90° C. for 15 minutes. After cooling to room temperature, dilution with H2O (50 mL) and extraction with DCM (3×50 mL), the combined organic phases were washed with brine, dried over MgSO4 and the solvents were evaporated to give 2-amino-6-(isopropylamino)benzonitrile (0.19 g, 100%) as a brown oil which was used in the next step without any further purification. MS 176 (MH+).

後処理

  1. temperatureAfter cooling to room temperature
  2. extractiondilution with H2O (50 mL) and extraction with DCM (3×50 mL)
  3. washthe combined organic phases were washed with brine
  4. dry with materialdried over MgSO4
  5. customthe solvents were evaporated

出典と根拠

ORDレコード
ord-a8d8d2c69a5a4d1bb50c52bd64f0a937
出典データセット
uspto-grants-2014_01
特許番号
US08633186B2

反応ノート

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