Reaction #4174527
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f48a2aefa1e841acb424859bc22dd2e1No renderable structure data available
OC1C=CC2=C(C=1)C=C(C)N2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 5-Hydroxy-2-methylindole |
|---|---|
| IUPAC Name | — |
| CAS Number | 13314-85-7 |
| Database ID | 83336 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
5-Hydroxy-2-methylindole (CAS 13314-85-7) 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 83336
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-f48a2aefa1e841acb424859bc22dd2e1Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4f4f77af4d524b57a3f85cce32e48388Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-30dc888a95154320b2884aed530a8596Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-233ea810ae9949fcbbb2b583c8aff752Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-92fc31951111404eb6fc08dc252b5d73Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-56da9121c28148a087760d7f858b317fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-68a83b8976fb4a4dbad1fd3f144dd66eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5a44e5f0fea74d36a2c65197d3ecb37eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6613b8f1fd354ca7a5a12ef83c0ed4baConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4f4f77af4d524b57a3f85cce32e48388Conditions: temp:2.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 50 L three-neck round bottom flask, equipped with a mechanical stirrer, addition funnel and thermometer, were added 2-methyl-1H-indol-5-ol (compound 1, 3 Kg), anhydrous acetonitrile (9 L) and potassium carbonate (4.2 Kg). The reaction mixture was cooled to 0-5° C. with stirring under N2. A solution of 2,4-dichloropyrimidine (Compound 2, 3.05 Kg, in 9 L of acetonitrile) was added to the reaction mixture dropwise while keeping the inner temperature of the reaction in the range from 0 to 5° C. After addition was complete, the reaction mixture was allowed to warm to a temperature ranging from 5 to 10° C. over a period of 4-8 hours. When reaction was completed, the reaction mixture was poured into 54 L of distilled water in a 100 L reactor with stirring, and stirred for another hour at room temperature. The precipitates were collected by filtration and the filter cake was washed with pure water to afford Compound 3 (5.7 Kg). To a 50 L three-neck round bottom flask, equipped with a mechanical stirrer, addition funnel the inner temperature of the reaction in the range from 0 to 5° C After addition to warm to a temperature When reaction with stirring stirred for another hour at room temperature The precipitates were collected by filtration the filter cake was washed with pure water
Source ID: ord-578e6c35cd844160b63a31cb00a95420Conditions: temp:2.51; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 50 L three-neck round bottom flask, equipped with a mechanical stirrer, addition funnel and thermometer, were added 2-methyl-1H-indol-5-ol (compound 1, 3 Kg), anhydrous acetonitrile (9 L) and potassium carbonate (4.2 Kg). The reaction mixture was cooled to 0-5° C. with stirring under N2. A solution of 2,4-dichloropyrimidine (Compound 2, 3.05 Kg, in 9 L of acetonitrile) was added to the reaction mixture dropwise while keeping the inner temperature of the reaction in the range from 0 to 5° C. After addition was complete, the reaction mixture was allowed to warm to a temperature ranging from 5 to 10° C. over a period of 4-8 hours. When reaction was completed, the reaction mixture was poured into 54 L of distilled water in a 100 L reactor with stirring, and stirred for another hour at room temperature. The precipitates were collected by filtration and the filter cake was washed with pure water to afford Compound 3 (5.7 Kg). To a 50 L three-neck round bottom flask, equipped with a mechanical stirrer, addition funnel the inner temperature of the reaction in the range from 0 to 5° C After addition to warm to a temperature When reaction with stirring stirred for another hour at room temperature The precipitates were collected by filtration the filter cake was washed with pure water
Source ID: ord-578e6c35cd844160b63a31cb00a95420PubChem References
These sources are listed in the compound's public database record.
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