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Guanidine Hydrochloride → HCID 178513066, 화합물

HRID 1792796
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HRID 1792796 반응식
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].C[O-].[Na+].Cl.Cl[C:11]([C:13]1[CH:17]=[CH:16][N:15]([C:18]2[CH:27]=[CH:26][CH:25]=[C:24]3[C:19]=2[CH:20]=[CH:21][CH:22]=[N:23]3)[CH:14]=1)=[O:12]>CO.O1CCCC1.ClCCl>[NH:4]([C:11]([C:13]1[CH:17]=[CH:16][N:15]([C:18]2[CH:27]=[CH:26][CH:25]=[C:24]3[C:19]=2[CH:20]=[CH:21][CH:22]=[N:23]3)[CH:14]=1)=[O:12])[C:3]([NH2:5])=[NH:2]
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참가 물질

6

반응물 3

HCID 5742Guanidine HydrochlorideHCID 10942334Sodium MethoxideHCID 22024994HCID 22024994, 화합물

생성물 1

HCID 178513066HCID 178513066, 화합물수율 31.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 21919333Tetrahydrofurane dichloromethane용매

반응 조건

온도
22 °C

실험 절차

0.9 g (9.42 mmol) of guanidine hydrochloride is added to a solution of 0.51 g (9.44 mmol) of sodium methoxide in 15 mL of methanol at a temperature in the region of 22° C. under an argon atmosphere. After stirring at a temperature in the region of 22° C. for 2 hours, the solvent is evaporated off under reduced pressure (2.7 kPa). The residue, placed under an argon atmosphere, is taken up in 20 mL of a tetrahydrofuran/dichloromethane (1/1 by volume) mixture and then 0.55 g (1.88 mmol) of 3-chlorocarbonyl-1-(quinol-5-yl)-1H-pyrrole hydrochloride, dissolved in 5 mL of the same tetrahydrofuran/dichloromethane mixture, is added thereto. After stirring at a temperature in the region of 22° C. for 15 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is triturated with water, filtered and taken up under hot conditions in 7 mL of ethanol. The insoluble material is then filtered off and discarded, and the filtrate is cooled to a temperature in the region of 22° C. The crystals formed are filtered off and dried under vacuum (2.7 kPa), to give 0.165 g of 3-guanidinocarbonyl-1-(quinol-5-yl)-1H-pyrrole in the form of a white solid melting at 260° C. Mass spectrum (EI): m/e 279 (M+.), m/e 221.

후처리

  1. customthe solvent is evaporated off under reduced pressure (2.7 kPa)
  2. additionis added
  3. stirringAfter stirring at a temperature in the region of 22° C. for 15 hours
  4. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  5. customThe residue is triturated with water
  6. filtrationfiltered
  7. filtrationThe insoluble material is then filtered off
  8. temperaturethe filtrate is cooled to a temperature in the region of 22° C
  9. customThe crystals formed
  10. filtrationare filtered off
  11. customdried under vacuum (2.7 kPa)

출처 및 근거

ORD 기록
ord-3300df1e364043fc82c01144ac6b645b
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07078414B2

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