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Record W2119702578 · doi:10.1002/047084289x.rn01318

Diethyl 1,4-Dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

2011· reference-entry· en· W2119702578 on OpenAlexaff
William S. Bechara, André B. Charette

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2011
Typereference-entry
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicChemical Synthesis and Analysis
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsChemistryReagentSolubilityAmmonium acetateNuclear chemistryAmmonium thiocyanateFormaldehydeSodium hydrideMelting pointProton NMRChromatographyOrganic chemistryHigh-performance liquid chromatography

Abstract

fetched live from OpenAlex

[1149-23-1] C13H19NO4 (MW 253.29) InChI = 1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3 InChIKey = LJXTYJXBORAIHX-UHFFFAOYSA-N (reagent used as a source of hydride) Alternate Name: HEH; Hantzsch ester hydride; Hantzsch ester; Hantzsch dihydropyridine; 1,4-dihydropyridine. Physical Data: mp 175–180 °C, bright yellow solid.2 Large variations in the melting point have been reported depending on the method of synthesis and purification. Solubility: sol in most organic solvents. Form Supplied in: solid (95% purity). Analysis of Reagent Purity: 1H NMR (1:1 DMSO/CDCl3, 400 MHz); δ 7.99 (s, 1H), 4.04 (q, J = 6.8 Hz, 4H), 3.09 (s, 2H), 2.09 (s, 6H), 1.20 (t, J = 7.2 Hz, 6H).13C NMR (CHCl3, 100 MHz): δ 168.3, 145.1, 99.7, 59.9, 25.0, 19.3, 14.7. FTIR (cm−1) (neat): 3346, 3108, 2953, 2924, 2854, 1697, 1646, 1506. Preparative Method: the reagent is most often prepared by a multicomponent reaction involving formaldehyde, ethyl acetoacetate, and ammonium acetate or ammonia.2-6 Purification: recrystallization from EtOH or flash chromatography with petroleum/ethyl acetate (7:3).4, 5 Handling, Storage, and Precautions: wear suitable gloves. Store compound in a dry container and in a cool place. Avoid contact with eyes and skin. Do not breathe dust.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Other · Consensus signal: none
Teacher disagreement score0.544
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.0020.000

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.

Opus teacher head0.014
GPT teacher head0.240
Teacher spread0.226 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

Study designNot applicable
Domainnot available
GenreOther

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".

Quick stats

Citations1
Published2011
Admission routes1
Has abstractyes

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