Reaction #4170448
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4e2508390868455b9388548448033818No renderable structure data available
CC=CC=CC(=O)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | hexa-2,4-dienoic acid |
|---|---|
| IUPAC Name | — |
| CAS Number | 5309-57-9 |
| Database ID | 5251 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
hexa-2,4-dienoic acid (CAS 5309-57-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 5251
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4e2508390868455b9388548448033818Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4f3b7731b7294a818f22dc5eee64b21dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6b637813f87949f8881641cb801acdddConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d98a7bef99374c74881b6cad0586b706Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4e2508390868455b9388548448033818Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.67 g of 2,4-hexadienoic acid in 10 ml of tetrahydrofuran was cooled in an ice bath. A 0.79 ml portion of isobutyl chloroformate followed by a 0.66 ml portion of N-methyl morpholine were added. After about 1 minute a solution of 1.6 g of N-(3-bromophenyl)-4,6-quinazolindiamine in 10 ml of pyridine was added. The reaction was allowed to come to room temperature and stir overnight. The solvents were removed at reduced pressure and the solid was recrystallized to give 1.0 g of N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-2,4-hexadienamide: mp=258°-260° C. were added to come to room temperature The solvents were removed at reduced pressure the solid was recrystallized
Source ID: ord-dd716410943241ecb1fa23f4be07f11bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.67 g of 2,4-hexadienoic acid in 10 ml of tetrahydrofuran was cooled in an ice bath. A 0.79 ml portion of isobutyl chloroformate followed by a 0.66 ml portion of N-methyl morpholine were added. After about 1 minute a solution of 1.6 g of N-(3-bromophenyl)-4,6-quinazolindiamine in 10 ml of pyridine was added. The reaction was allowed to come to room temperature and stir overnight. The solvents were removed at reduced pressure and the solid was recrystallized to give 1.0 g of N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-2,4-hexadienamide: mp=258-260° C. were added to come to room temperature The solvents were removed at reduced pressure the solid was recrystallized
Source ID: ord-0341f2ce19c74963965c3d8a6de51895Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.67g of 2,4-hexadienoic acid in 10 ml of tetrahydrofuran was cooled in an ice bath. A 0.79 ml portion of isobutyl chloroformate followed by a 0.66 ml portion of N-methyl morpholine were added. After about 1 minute a solution of 1.6 g of N-(3-bromophenyl)-4,6-quinazolindiamine in 10 ml of pyridine was added. The reaction was allowed to come to room temperature and stir overnight. The solvents were removed at reduced pressure and the solid was recrystallized to give 1.0 g of N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-2,4-hexadienamide: mp=258-260° C. were added to come to room temperature The solvents were removed at reduced pressure the solid was recrystallized
Source ID: ord-dae111710f8f43aba1850e3b195cf321Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4f3b7731b7294a818f22dc5eee64b21dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6b637813f87949f8881641cb801acdddConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d98a7bef99374c74881b6cad0586b706Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2,4-Hexadienoic acid 1 eq, ethyl chloroformate 1.05 eq, triethylamine 1.2 eq, cyclopropylamine 1.3 eq as a 2.0M solution in THF, quench with 10% sodium chloride solution, yield=51%. 0.54 ppm (m, 2H), 0.79 ppm (m, 2H), 1.82 ppm (d, 3H, J=5.93 Hz), 2.80 ppm (m, 1H), 5.72 ppm (d, 1H), 6.00 ppm (br. s, 1H), 6.03-6.15 ppm (m, 2H), 7.18 ppm (d, 1H, J=14.98 Hz, of d, J=10.02 Hz).
Source ID: ord-1cc3e22c62f44c0d8e2be5d0939018e3PubChem References
These sources are listed in the compound's public database record.
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