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

HRID 1733772ノート

反応式

HRID 1733772 の反応式
[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

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6328200DiboronHCID 19438557HCID 19438557、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3081b836fd9141b6819e1df3926e29e2
出典データセット
uspto-grants-1996_07
特許番号
US05531978

反応ノート

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