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3-Methylisoquinolin-5-amine → HCID 22807720, 화합물

HRID 262107
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인쇄 미리보기

반응식

HRID 262107 반응식
[I-].CS[C:4]1[S:5][CH2:6][C@@H:7]2[CH2:16][C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[CH2:9][N+:8]=12.[NH2:17][C:18]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:19]=1[CH:20]=[C:21]([CH3:28])[N:22]=[CH:23]2>N1C=CC=CC=1>[CH3:28][C:21]1[N:22]=[CH:23][C:24]2[C:19]([CH:20]=1)=[C:18]([N:17]=[C:4]1[N:8]3[CH2:9][C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=4[CH2:16][C@H:7]3[CH2:6][S:5]1)[CH:27]=[CH:26][CH:25]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 122120553-Methylisoquinolin-5-amineHCID 12874874(S)-3-Methylthio-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinolinium iodide

생성물 1

HCID 22807720HCID 22807720, 화합물수율 84.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

(S)-3-Methylthio-1,5,10,10a-tetrahydrothiazolo-[3,4-b]isoquinolinium iodide (36.3 g) is added to a solution of 5-amino-3-methylisoquinoline (15.9 g) in pyridine (200 cc). The suspension obtained gradually goes into solution. After 24 hours at a temperature of about 20° C., the mixture is concentrated to dryness under reduced pressure (25 mm Hg) at 50° C. The residue is dissolved in a mixture of methylene chloride (600 cc) and N aqueous sodium hydroxide solution (400 cc). The organic phase is decanted, washed with water (200 cc), dried over magnesium sulphate, filtered and the filtrate is then concentrated to dryness under reduced pressure (40 mm Hg) at 40° C. The residue obtained is recrystallised from acetonitrile (500 cc). (S)-3-[(3-Methylisoquinol-5-yl)imino]-1,5,10,10a-tetrahydrothiazolo-[3,4-b]isoquinoline (29.2 g), which melts at 181° C., is thus obtained.

후처리

  1. customThe suspension obtained gradually
  2. concentrationthe mixture is concentrated to dryness under reduced pressure (25 mm Hg) at 50° C
  3. dissolutionThe residue is dissolved in a mixture of methylene chloride (600 cc) and N aqueous sodium hydroxide solution (400 cc)
  4. customThe organic phase is decanted
  5. washwashed with water (200 cc)
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationthe filtrate is then concentrated to dryness under reduced pressure (40 mm Hg) at 40° C
  9. customThe residue obtained
  10. customis recrystallised from acetonitrile (500 cc)

출처 및 근거

ORD 기록
ord-2cd115a9a5ec4420b55be3509b1b83c7
출처 데이터셋
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04153698

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