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Water → HCID 20237819, 화합물

HRID 365200
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HRID 365200 반응식
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH3:12][O:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([NH:24][CH2:25][CH2:26][NH2:27])=[N:16][CH:15]=1.O>CN(C)C=O>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:27][CH2:26][CH2:25][NH:24][C:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:14]([O:13][CH3:12])=[CH:15][N:16]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 31217Phenyl glycidyl etherHCID 202378914-Methoxy-1-(2-aminoethylamino)-isoquinoline

생성물 1

HCID 20237819HCID 20237819, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5.2 g. Phenyl glycidyl ether and 15 g. 4-methoxy-1-(2-aminoethylamino)-isoquinoline are dissolved in dimethylformamide and left to stand for 72 hours at ambient temperature. The reaction mixture is then poured into water, extracted with methylene chloride, dried and purified chromatographically on a silica gel column using, as elution agent, methylene chloride-methanol-triethylamine (8:1:0.05 v/v/v). By evaporation of the pure fractions, there are obtained 5.5 g. (44% of theory) of an oil. By the addition of 1.7 g. fumaric acid to a solution of this oil in ethyl acetate-ethanol, a hydrogen fumarate is precipitated out and this is then recrystallized from isopropyl alcohol. The desired product is obtained in the form of colorless crystals; m.p. 152°-153° C.

후처리

  1. waitleft
  2. extractionextracted with methylene chloride
  3. customdried
  4. custompurified chromatographically on a silica gel column
  5. washusing, as elution agent, methylene chloride-methanol-triethylamine (8:1:0.05 v/v/v)
  6. customBy evaporation of the pure fractions, there
  7. customare obtained 5.5 g
  8. additionBy the addition of 1.7 g
  9. customfumaric acid to a solution of this oil in ethyl acetate-ethanol, a hydrogen fumarate is precipitated out
  10. customthis is then recrystallized from isopropyl alcohol

출처 및 근거

ORD 기록
ord-3c6dcca7bea5418197b47c36421bae60
출처 데이터셋
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04608383

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