Acetic Acid → 3-(Dimethylaminomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine

HRID 1413431노트

반응식

HRID 1413431 반응식
[CH3:1][O:2][C:3]([NH:5][C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11]([S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:10][N:9]2[CH:21]=1)=[O:4].[CH3:22][NH:23][CH3:24].C=O.[C:27](O)(=O)C>C(=O)(O)[O-].[Na+]>[CH3:22][N:23]([CH2:27][C:21]1[N:9]2[CH:10]=[C:11]([S:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[NH:5][C:3]([O:2][CH3:1])=[O:4])[CH3:24]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 674DimethylamineHCID 712FormaldehydeHCID 12414300Methyl [6-(phenylsulfanyl)imidazo[1,2-a]pyridin-2-yl]carbamate

생성물 1

HCID 545555143-(Dimethylaminomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

실험 절차

2-(Methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine (0.75 gm.) is added to a solution of 50% aqueous dimethylamine (0.215 gm., 37% formaldehyde (0.19 gm.) and acetic acid (0.35 g.) and heated at 50° C. for 3 hours. After cooling, the reaction mixture is diluted with aqueous sodium bicarbonate and the resultant precipitate is collected by filtration. After drying, the crude product is recrystallized from ethyl acetate to yield 3-(dimethylaminomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine m.p. 172°-175° C.

후처리

  1. temperatureAfter cooling
  2. filtrationthe resultant precipitate is collected by filtration
  3. customAfter drying
  4. customthe crude product is recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-05dabc1b73884d4f8fca533e33e4d804
출처 데이터셋
uspto-grants-1981_02
특허 번호
US04250174

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