Hydrochloric Acid → HCID 66745948, 화합물

HRID 711695노트

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HRID 711695 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 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+).

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-9bd1857c9bf3490b8495d78b65dba6a3
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181276B2

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