Hydrochloric Acid → HCID 66745948, 화합물

HRID 1467186노트

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HRID 1467186 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 66745948HCID 66745948, 화합물수율 106.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

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온도
90 °C

실험 절차

To a solution of 2-(isopropylamino)-6-nitrobenzonitrile (Example 157c) (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+).

후처리

  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

출처 및 근거

ORD 기록
ord-cf44a84b2b8a46cc9d329188424ad73e
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000054B2

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