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Ethanol → HCID 15729148, 화합물

HRID 1656942
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HRID 1656942 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][S:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)[N:6]=1.[Cl-].[NH4+].C(O)C.O>O1CCCC1.[Fe]>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][S:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[N:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 189547312-Amino-4-(4-nitrophenylthiomethyl)thiazole

생성물 1

HCID 15729148HCID 15729148, 화합물수율 78.8%

시약·촉매·용매 2

HCID 23925Iron촉매
HCID 8028
Tetrahydrofuran
용매

실험 절차

To a mixture of 2-amino-4-(4-nitrophenylthiomethyl)thiazole (15 g) and ammonium chloride (2 g) in a mixture of tetrahydrofuran (100 ml), ethanol (150 ml) and water was added portionwise added the iron powder (15 g) at 80° C. with stirring. The mixture was refluxed for 2 hours with stirring. The reaction mixture was filtered by suction and the filtrate was concentrated under reduced pressure. The residue was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1), washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was triturated with chloroform. The precipitates were collected by filtration, washed with ether and dried in vacuo to give 2-amino-4-(4-aminophenylthiomethyl)thiazole (10.50 g, yield: 73.0%). mp: 130°-132° C.

후처리

  1. additionwas added portionwise
  2. temperatureThe mixture was refluxed for 2 hours
  3. stirringwith stirring
  4. filtrationThe reaction mixture was filtered by suction
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. extractionThe residue was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1)
  7. washwashed with saturated aqueous sodium chloride
  8. dry with materialdried over magnesium sulfate
  9. customThe solvent was evaporated in vacuo
  10. customthe residue was triturated with chloroform
  11. filtrationThe precipitates were collected by filtration
  12. washwashed with ether
  13. customdried in vacuo

출처 및 근거

ORD 기록
ord-e38ad244c53b40468428ad7d1cc72541
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05256675

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