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Hydrochloric Acid → 5-amino-4-aminomethyl-1-(2-hydroxyethyl)-1H-pyrazole dihydrochloride

HRID 349578
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HRID 349578 반응식
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][C:3]=1[C:10]#[N:11].[ClH:12].O>CO.[Pd]>[ClH:12].[ClH:12].[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][C:3]=1[CH2:10][NH2:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 2198525-amino-1-(2-hydroxyethyl)-1H-pyrazole-4-carbonitrile

생성물 1

HCID 179619875-amino-4-aminomethyl-1-(2-hydroxyethyl)-1H-pyrazole dihydrochloride

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

Under a nitrogen atmosphere, 10% palladium on active carbon (125 g) and methanol (3.75 L) were placed in a 5.0 L of three-necked flask. To the mixture was added 5-amino-4-cyano-1-(2-hydroxyethyl)-1H-pyrazole (250 g). The mixture was stirred at room temperature for 1 hour under a hydrogen atmosphere. To the reaction mixture was added 4N hydrogen chloride solution in methanol (1.65 L), and the mixture was stirred at room temperature for 1.5 hours under a hydrogen atmosphere. To the reaction mixture was added water (1.2 L). The catalyst was filtered off and washed with 50% aqueous methanol, and the filtrate was evaporated in vacuo. The residue was triturated with isopropanol/ethyl acetate (1:1). The precipitate was collected by filtration on a glass filter, washed with ethyl acetate and dried in vacuo to give 5-amino-4-aminomethyl-1-(2-hydroxyethyl)-1H-pyrazole dihydrochloride (358 g) as a white solid.

후처리

  1. stirringthe mixture was stirred at room temperature for 1.5 hours under a hydrogen atmosphere
  2. filtrationThe catalyst was filtered off
  3. washwashed with 50% aqueous methanol
  4. customthe filtrate was evaporated in vacuo
  5. customThe residue was triturated with isopropanol/ethyl acetate (1:1)
  6. filtrationThe precipitate was collected by filtration on a glass
  7. filtrationfilter
  8. washwashed with ethyl acetate
  9. customdried in vacuo

출처 및 근거

ORD 기록
ord-26ece0ae1c69405497ec67ca65b0a995
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07179801B2

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