Triazene derivatives of (1,<i>x</i>)-diazacycloalkanes. Part IV.<sup>1</sup> Synthesis and characterization of 1-[2-aryl-1-diazenyl]-3-(3-[2-aryl-1-diazenyl]hexahydro-1-pyrimidinylmethyl)hexahydropyrimidines and 1-(5,5-dimethyl-3-[2-aryl-1-diazenyl]hexahydro-1-pyrimidinylmethyl)-5,5-dimethyl-3-[2-aryl-1-diazenyl]hexahydropyrimidines from the reaction of diazonium salts with mixtures of formaldehyde and 1,3-diaminopropanes
Bibliographic record
Abstract
Two new series of bistriazenes have been synthesized from a general reaction of diazonium salts with a mixture of a propanediamine and formaldehyde. Such reaction with 1,3-diaminopropane itself affords the 1-[2-aryl-1-diazenyl]-3-(3-[2-aryl-1-diazenyl]hexahydro-1-pyrimidinylmethyl)hexahydropyrimidines (6). 2,2-Dimethyl-1,3-diamino propane reacts in an analogous manner to give the 1-(5,5-dimethyl-3-[2-aryl-1-diazenyl]hexahydro-1-pyrimidinylmethyl)- 5,5-dimethyl-3-[2-aryl-1-diazenyl]hexahydropyrimidines (7). All new compounds have been characterized by IR and NMR spectroscopy, with elemental analysis or high resolution mass spectrometry of most of the new compounds. NMR assignments have been analyzed by a series of DEPT, COSY, and HSQC experiments. One example of each series has been unequivocally characterized by X-ray crystallography. The general conclusion of this study is that alkanediamines with three carbon atoms in the spacer link between the nitrogen atoms give rise to the linear bicyclic molecules of type 18, in contrast to the case of ethylenediamine (spacer link has two carbon atoms), which affords cage-like molecules of type 17.Key words: bistriazene, hexahydropyrimidine, diazonium coupling, formaldehyde, diaminopropane, nuclear magnetic resonance.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.004 | 0.001 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".