Triple

T15562431
Position Surface form Disambiguated ID Type / Status
Subject Boris Chichibabin E371030 entity
Predicate hasEffect P9 FINISHED
Object Chichibabin reaction widely used in synthesis of heterocycles
The Chichibabin reaction widely used in synthesis of heterocycles is a classic nucleophilic substitution process that introduces amino groups into aromatic and heteroaromatic rings, playing a key role in constructing nitrogen-containing ring systems.
E1163520 NE FINISHED

How this triple was built (4 steps)

Every LLM step that produced this triple, in pipeline order — named-entity classification, the disambiguation choices (the exact options shown, with the pick highlighted), and the generated description. The batch + timestamp of each is in the Provenance table below.

NER Named-entity recognition gpt-5-mini
Instruction
Given a phrase, classify it is english named entity (e.g., persons, organizations, works of art) in Latin script, or not (e.g., literals, dates, URLs, verbose phrases). For disambiguation, the statement where the phrase occurs as object is also given. Please return a JSON object with `phrase` (string, the phrase being analyzed) and `is_ne` (boolean, indicating whether the phrase is a Named Entity).
Input
Phrase: Chichibabin reaction widely used in synthesis of heterocycles | Statement: [Boris Chichibabin, hasEffect, Chichibabin reaction widely used in synthesis of heterocycles]
NED1 Entity disambiguation (via context triple) gpt-5-mini-2025-08-07
Target entity: Chichibabin reaction widely used in synthesis of heterocycles
Context triple: [Boris Chichibabin, hasEffect, Chichibabin reaction widely used in synthesis of heterocycles]
  • A. Eschenmoser sulfide contraction
    Eschenmoser sulfide contraction is an organic rearrangement reaction that converts certain sulfur-containing intermediates into carbonyl compounds, widely used in complex molecule and natural product synthesis.
  • B. Buchwald–Hartwig amination
    The Buchwald–Hartwig amination is a palladium-catalyzed cross-coupling reaction that forms carbon–nitrogen bonds by coupling aryl (or vinyl) halides with amines, widely used in the synthesis of pharmaceuticals and fine chemicals.
  • C. Stork enamine reaction
    The Stork enamine reaction is a key carbon–carbon bond-forming method in organic chemistry that uses enamines as nucleophiles to alkylate or acylate carbonyl compounds in a controlled, selective way.
  • D. Corey–Nicolaou macrolactonization
    Corey–Nicolaou macrolactonization is a widely used organic synthesis reaction that forms large-ring lactones from hydroxy acids via an activated ester intermediate.
  • E. Robinson annulation reaction
    The Robinson annulation reaction is a classic organic chemistry transformation that forms six-membered rings by combining a Michael addition with an intramolecular aldol condensation, widely used in the synthesis of complex cyclic molecules and natural products.
  • F. None of above. chosen
  • G. Unsure - the case is ambiguous/there is not enough information to decide.
NEDg Description generation gpt-5.1
Instruction
Generate a one-sentence description of the target entity. 
You are given a context triple in the form (subject, predicate, object), where the object is the target entity. 
# Instructions
Use the triple to infer relevant information about the entity. Describe the entity based on what is most defining, well-known. 
Avoid repeating the information from the triple, unless really essential.
# Response Format
Return only the sentence: "Description: [one-sentence description of the target entity]"
Input
Entity: Chichibabin reaction widely used in synthesis of heterocycles
Triple: [Boris Chichibabin, hasEffect, Chichibabin reaction widely used in synthesis of heterocycles]
Generated description
The Chichibabin reaction widely used in synthesis of heterocycles is a classic nucleophilic substitution process that introduces amino groups into aromatic and heteroaromatic rings, playing a key role in constructing nitrogen-containing ring systems.
NED2 Entity disambiguation (via description) gpt-5-mini-2025-08-07
Target entity: Chichibabin reaction widely used in synthesis of heterocycles
Target entity description: The Chichibabin reaction widely used in synthesis of heterocycles is a classic nucleophilic substitution process that introduces amino groups into aromatic and heteroaromatic rings, playing a key role in constructing nitrogen-containing ring systems.
  • A. Eschenmoser sulfide contraction
    Eschenmoser sulfide contraction is an organic rearrangement reaction that converts certain sulfur-containing intermediates into carbonyl compounds, widely used in complex molecule and natural product synthesis.
  • B. Buchwald–Hartwig amination
    The Buchwald–Hartwig amination is a palladium-catalyzed cross-coupling reaction that forms carbon–nitrogen bonds by coupling aryl (or vinyl) halides with amines, widely used in the synthesis of pharmaceuticals and fine chemicals.
  • C. Stork enamine reaction
    The Stork enamine reaction is a key carbon–carbon bond-forming method in organic chemistry that uses enamines as nucleophiles to alkylate or acylate carbonyl compounds in a controlled, selective way.
  • D. Corey–Nicolaou macrolactonization
    Corey–Nicolaou macrolactonization is a widely used organic synthesis reaction that forms large-ring lactones from hydroxy acids via an activated ester intermediate.
  • E. Robinson annulation reaction
    The Robinson annulation reaction is a classic organic chemistry transformation that forms six-membered rings by combining a Michael addition with an intramolecular aldol condensation, widely used in the synthesis of complex cyclic molecules and natural products.
  • F. None of above. chosen

Provenance (5 batches)

The batch behind each pipeline step, in order, with when it ran. Timestamps are batch-level — stages were processed in waves, so the object chain (NER → NED1 → NEDg → NED2) reads in order, but predicate / elicitation batches can sit in a different wave.

Step Stage Batch ID Status When
creating Elicitation batch_69d85cc6cf40819091f4a5facee1ebe6 completed April 10, 2026, 2:13 a.m.
NER Named-entity recognition batch_69e04ddc66448190948280fb0c8d390c completed April 16, 2026, 2:47 a.m.
NED1 Entity disambiguation (via context triple) batch_69ff456821988190971539b683f6c656 completed May 9, 2026, 2:32 p.m.
NEDg Description generation batch_69ff46f44b2c81909f65f0ab455c6549 completed May 9, 2026, 2:38 p.m.
NED2 Entity disambiguation (via description) batch_69ff477a63b48190a453cf669dfda228 completed May 9, 2026, 2:40 p.m.
Created at: April 10, 2026, 4:09 a.m.