Curate this paper into an ORD dataset

Build an Open Reaction Database (ORD) dataset of the reactions reported in:

• Paper: Discovery of unexpectedly complex reaction pathways for the Knorr pyrazole synthesis via transient flow
• Authors: Linden Schrecker, Joachim Dickhaut, Christian Holtze et al.
• Published: Reaction Chemistry & Engineering, 2022-09-12
• DOI: 10.1039/D2RE00271J
• ORD wishlist card: open on GitHub

The reference input card holds these facts, the source-data locations and the notes below in machine-readable form.

Scope

Every reaction the paper reports with its data (the wishlist estimates about 500 reactions; transient flow kinetics): inputs with amounts and roles, conditions, workups, outcomes and provenance, following the ord-curation Skill. Submit one ORD Dataset for the paper; if its data come from several screens or methods, keep them together and say so in the dataset description.

Source data

Knorr pyrazole synthesis studied by transient-flow kinetics, about 500 data points. The article is open access (CC-BY 3.0). No public machine-readable data deposit was found, and the curator notes indicate that the data must be requested from the authors. RSC SI could not be inspected automatically. Transient-flow experiments produce continuous concentration-time profiles, not discrete batch reactions. Before any curation starts, the ORD representation must be agreed: flow setup, residence time ramps, and how time-course measurements map to ReactionOutcome/ProductMeasurement entries. Reactant structures (hydrazines, 1,3-diketones) are simple to express as SMILES.

Known locations:

• https://doi.org/10.1039/D2RE00271J: Reaction Chemistry & Engineering article. RSC landing and HTML pages returned a bot-challenge, so SI contents are unknown. (license: CC-BY 3.0 (article, per Crossref))
• https://zenodo.org/search?q=%22Knorr%20pyrazole%22%20transient: Zenodo (and figshare) search for a data deposit. No matching dataset found. (license: n/a)

Pitfalls

Transient flow: one experiment yields a time-series, so the choice between splitting into many reactions and using time-course outcomes is non-trivial. Kinetic intermediates and side products may be reported only as model species. Automated validation cannot tell whether a flow ramp was sampled faithfully.

Deliver

• dataset: the ORD Dataset, compressed (.binpb.gz, .pb.gz, .txtpb.gz, .pbtxt.gz or .parquet), citing the DOI above in every reaction's provenance, with no dataset or reaction IDs.
• sources: a .zip with a README.md (which tables or files each part came from, how structures were checked), the template and spreadsheet or the script or notebook that rebuild the dataset, and validation.txt, the output of ORD's validator (ord-schema 0.8.3) on the dataset file.

Before you start

Open the wishlist card. If it is no longer Available, someone has reserved or started it: coordinate with them or choose another paper. Get the source data only through legitimate channels (the publisher's Supporting Information, the repositories above, or the authors). Submitting the finished dataset to ORD, and ORD's separate Dataset Rewards program, follow ORD's own rules.