Nitrogen → 4-(4-Amino-pyrazol-1-ylmethyl)-thiazole-2-carboxylic acid ethyl ester

HRID 2065021

반응식

HRID 2065021 반응식
N#N.[CH2:3]([O:5][C:6]([C:8]1[S:9][CH:10]=[C:11]([CH2:13][N:14]2[CH:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[N:15]2)[N:12]=1)=[O:7])[CH3:4].[NH4+].[Cl-]>CCO.O.[Fe]>[CH2:3]([O:5][C:6]([C:8]1[S:9][CH:10]=[C:11]([CH2:13][N:14]2[CH:18]=[C:17]([NH2:19])[CH:16]=[N:15]2)[N:12]=1)=[O:7])[CH3:4]

참가 물질

7

반응물 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 669288954-(4-Nitro-pyrazol-1-ylmethyl)-thiazole-2-carboxylic acid ethyl ester

생성물 1

HCID 669285564-(4-Amino-pyrazol-1-ylmethyl)-thiazole-2-carboxylic acid ethyl ester

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 4-(4-nitro-pyrazol-1-ylmethyl)-thiazole-2-carboxylic acid ethyl ester (1.77 g, 6.27 mmol), iron powder (1.06 g, 18.81 mmol) and NH4Cl (1.69 g, 31.35 mmol) in a mixture of EtOH (30.0 mL) and water (15.0 mL) was stirred at reflux for 40 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (60 mL) was added followed by 1M NaOH (50 mL). The aq. layer was extracted with CH2Cl2 (2×30 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a brown oil. LC-MS-conditions 02: tR=0.56 min; [M+H]+=253.36.

후처리

  1. temperatureat reflux for 40 min
  2. filtrationThe reaction mixture was filtered while hot and
  3. concentrationconcentrated under reduced pressure
  4. additionCH2Cl2 (60 mL) was added
  5. extractionThe aq. layer was extracted with CH2Cl2 (2×30 mL)
  6. dry with materialextracts were dried over MgSO4
  7. filtrationfiltered
  8. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-d1cd0f5df1cb4ce6a66f4d51d53d98bc
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288419B2

연결된 노트

불러오는 중…