Ammonium Chloride → HCID 66844939, 화합물

HRID 2064478노트

반응식

HRID 2064478 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+]>C(O)C.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

A suspension of 2-methyl-5-(3-nitro-phenyl)-thiazole-4-carboxylic acid methyl ester (44.1 mmol) and ammonium chloride (220 mmol) in a mixture of ethanol (100 mL) and water (50 mL) is treated with iron powder (53.0 mmol) and heated to 80° C. After 4 h an additional portion of iron powder (53.0 mmol) is added, the mixture is stirred at 80° C. for 3 h, further iron powder (26.5 mmol) is added and the mixture is again stirred at 80° C. for 3.5 h. The mixture is allowed to reach RT, diluted with DCM and filtered through Celite. The filtrate is concentrated in vacuo and diluted with DCM and sat aqueous NaHCO3 solution. The layers are separated and the organic layer is washed with water, dried over MgSO4 and concentrated in vacuo to give the desired aniline derivative. LC-MS: tR=0.67 min; [M+H]+=249.4.

후처리

  1. stirringthe mixture is again stirred at 80° C. for 3.5 h
  2. customto reach RT
  3. filtrationfiltered through Celite
  4. concentrationThe filtrate is concentrated in vacuo
  5. additiondiluted with DCM
  6. customThe layers are separated
  7. washthe organic layer is washed with water
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-89f3139eb38e42538c8594c90ffd2a29
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288429B2

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