Ammonium Chloride → HCID 66844939, 화합물

HRID 560258노트

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HRID 560258 반응식
[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]([CH3:19])[S:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=1)=[O:4].[Cl-].[NH4+]>CCO.O.C(Cl)Cl.[Fe]>[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]([CH3:19])[S:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=1)=[O:4]

참가 물질

7

반응물 2

HCID 25517Ammonium ChlorideHCID 668446302-Methyl-5-(3-nitrophenyl)thiazole-4-carboxylic acid methyl ester

생성물 1

HCID 66844939HCID 66844939, 화합물

시약·촉매·용매 4

HCID 23925Iron촉매3회HCID 702Ethanol용매HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
80 °C

실험 절차

Iron powder (53.7 mmol) is added to a suspension of 2-methyl-5-(3-nitro-phenyl)-thiazole-4-carboxylic acid methyl ester (44.1 mmol) and ammonium chloride (221 mmol) in a mixture of EtOH (100 mL) and water (50 mL). The mixture is stirred at 80° C. for 4 h, iron powder (53.7 mmol) is added and heating is continued for additional 3 h. After addition of a third portion of iron powder (26.8 mmol) the mixture is heated at 80° C. for additional 3 h, cooled to RT, diluted with DCM and filtered through Celite. The residue is washed with DCM and water and the filtrate is concentrated in vacuo. A sat. aq. NaHCO3 solution and DCM are added and the layers are separated. The organic layer is washed with water, dried over MgSO4 and concentrated in vacuo to give a crude product which is used without further purification. LC-MS: tR=0.67 min; [M+H]+=249.4.

후처리

  1. temperatureheating
  2. waitis continued for additional 3 h
  3. temperatureis heated at 80° C. for additional 3 h
  4. temperaturecooled to RT
  5. filtrationfiltered through Celite
  6. washThe residue is washed with DCM and water
  7. concentrationthe filtrate is concentrated in vacuo
  8. additionA sat. aq. NaHCO3 solution and DCM are added
  9. customthe layers are separated
  10. washThe organic layer is washed with water
  11. dry with materialdried over MgSO4
  12. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ec3392206d194737a2830e8d321bef35
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063099B2

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