Hydrochloric Acid → 1-Thia-4,7,10-triazacyclododecane

HRID 1733772노트

반응식

HRID 1733772 반응식
[S:1]1[CH2:12][C:11](=O)[NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][C:3](=O)[CH2:2]1.B#B.Cl.[OH-].[Na+]>C1COCC1>[S:1]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6328200DiboronHCID 19438557HCID 19438557, 화합물

생성물 1

HCID 154268111-Thia-4,7,10-triazacyclododecane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1-Thia-4,7,10-triazacyclododecane-3,11-dione (8.10 g, 37.3 mmol) was suspended in dry THF (distilled from lithium aluminium hydride) (2000 ml) and refluxed under nitrogen for 8 hours with continuous addition of freshly generated diborane (approx. 0.4 mol in total). The reaction mixture was cooled to ambient temperature, 6N HCl (80 ml) was added, and the mixture was stirred for 1 hour. Sodium hydroxide (20 g, 0.5 mol) was added and the solution was evaporated to dryness. The residue was extracted with ethanol (3×50 ml), the extracts were concentrated and 1-thia-4,7,10-triazacyclododecane was purified by extraction (acetonitrile) and sublimation (Kugelrohr). Yield 3.73 g (53%), white solid, m.p. 51°-54° C. (uncorrected). The structure was confirmed by 1HNMR and 13CNMR.

후처리

  1. customthe solution was evaporated to dryness
  2. extractionThe residue was extracted with ethanol (3×50 ml)
  3. concentrationthe extracts were concentrated
  4. custom1-thia-4,7,10-triazacyclododecane was purified by extraction (acetonitrile) and sublimation (Kugelrohr)

출처 및 근거

ORD 기록
ord-3081b836fd9141b6819e1df3926e29e2
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05531978

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