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CC1=CC2=C(N1)C(=CC=C2)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 7-chloro-2-methyl-1H-indole |
|---|---|
| IUPAC Name | — |
| CAS Number | 623177-14-0 |
| Database ID | 11816062 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
7-chloro-2-methyl-1H-indole (CAS 623177-14-0) 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 11816062
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-d4235ece04214f339306757e406b2d37Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-64d4e6a794fe4faa905b7979e8a6a328Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d4235ece04214f339306757e406b2d37Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d4235ece04214f339306757e406b2d37Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20 g of 7-chloro-2-methyl-1H-indole are mixed in 100 ml of dioxane with 3 g of triton B, 3 g of acrylonitrile are slowly added, 250 ml of dioxane are added again and then the mixture is heated at 60° C. for 2 hours. The medium is evaporated and then the residue is taken up in AcOEt. The precipitate formed being removed, the product obtained is used as is in the following stage. are slowly added The medium is evaporated The precipitate formed being removed the product obtained
Source ID: ord-ba29b17d0fe24ef58b35fa9cc419cc88Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20 g of 7-chloro-2-methyl-1H-indole are mixed in 100 ml of dioxane with 3 g of triton B, 3 g of acrylonitrile are slowly added, 250 ml of dioxane are added again and then the mixture is heated at 60° C. for 2 hours. The medium is evaporated and then the residue is taken up in AcOEt. The precipitate formed being removed, the product obtained is used as is in the following stage. are slowly added The medium is evaporated The precipitate formed being removed the product obtained
Source ID: ord-ba29b17d0fe24ef58b35fa9cc419cc88Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 40 g of 7-chloro-2-methyl-1H-indole are placed in 60 ml of toluene with 2.8 g of KOH under nitrogen. After stirring for 30 minutes at AT, 7.7 g of 3-chloro-1-bromopropane are added and then the mixture is heated to reflux for 3 hours. The medium is extracted with ether. The organic phase is washed with water, with a 10% HCl solution, with water and with a saturated NaCl solution. It is dried and evaporated and 6.19 g of the expected compound are obtained. are added the mixture is heated to reflux for 3 hours The medium is extracted with ether The organic phase is washed with water, with a 10% HCl solution, with water and with a saturated NaCl solution It is dried evaporated
Source ID: ord-3f7165fa02384a1681ffab5e649b82eeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1.5 g of 7-chloro-2-methyl-1H-indole are mixed with stirring with 1.1 g of ground potassium hydroxide and 0.2 g of TDA-1. The mixture is left stirring for 2 hours at AT, then 3.1 g of 1-bromo-3-methylsulphanylpropane are added dropwise and the mixture is heated at reflux for 24 hours. Ground potassium hydroxide (0.5 g), TDA-1 (0.1 g) and 1.6 g of 1-bromo-3-methylsulphanylpropane are again added. After heating at reflux for 9 hours, 1.6 g of 1-bromo-3-methylsulphanylpropane are again added and the mixture is heated at reflux for 24 hours. The mixture is allowed to return to AT and is then extracted with toluene. The organic phase is washed with a 10% HCl solution, with water and then a saturated NaCl solution. It is dried and evaporated and then the residue is chromatographed on silica while eluting with a cyclohexane/toluene (50/50, v/v) mixture. 1.87 g of the expected compound are obtained. The mixture is left the mixture is heated at reflux for 24 hours After heating at reflux for 9 hours the mixture is heated at reflux for 24 hours is then extracted with toluene The organic phase is washed with a 10% HCl solution, with water It is dried evaporated the residue is chromatographed on silica while eluting with a cyclohexane/toluene (50/50
Source ID: ord-c0304803a7114e1bbe60a7f011a9c45aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1.5 g of 7-chloro-2-methyl-1H-indole are mixed with stirring with 1.1 g of ground potassium hydroxide and 0.2 g of TDA-1. The mixture is left stirring for 2 hours at AT, then 3.1 g of 1-bromo-3-methylsulphanylpropane are added dropwise and the mixture is heated at reflux for 24 hours. Ground potassium hydroxide (0.5 g), TDA-1 (0.1 g) and 1.6 g of 1-bromo-3-methylsulphanylpropane are again added. After heating at reflux for 9 hours, 1.6 g of 1-bromo-3-methylsulphanylpropane are again added and the mixture is heated at reflux for 24 hours. The mixture is allowed to return to AT and is then extracted with toluene. The organic phase is washed with a 10% HCl solution, with water and then a saturated NaCl solution. It is dried and evaporated and then the residue is chromatographed on silica while eluting with a cyclohexane/toluene (50/50, v/v) mixture. 1.87 g of the expected compound are obtained. The mixture is left the mixture is heated at reflux for 24 hours After heating at reflux for 9 hours the mixture is heated at reflux for 24 hours is then extracted with toluene The organic phase is washed with a 10% HCl solution, with water It is dried evaporated the residue is chromatographed on silica while eluting with a cyclohexane/toluene (50/50
Source ID: ord-c0304803a7114e1bbe60a7f011a9c45aConditions: temp:-40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 42.1 g of 2-chloronitrobenzene are placed in 850 ml of THF under a nitrogen atmosphere. The mixture is cooled to −40° C. and then 1.61 of 0.5M isopropenylmagnesium bromide in THF are added dropwise. After stirring at −40° C. for 1 hour, the mixture is hydrolysed with 400 ml of a saturated NH4Cl solution. The aqueous phase is extracted twice with ether. The organic phase is dried and then evaporated and the residue is chromatographed on silica while eluting with toluene. 20.3 g of the expected compound are obtained. The aqueous phase is extracted twice with ether The organic phase is dried evaporated the residue is chromatographed on silica while eluting with toluene
Source ID: ord-e351a1fcc9084239a1e475239f2a9247Conditions: temp:-40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Under a nitrogen atmosphere 42.1 g of 2-chloronitrobenzene are placed in 850 ml of THF. The mixture is cooled to −40° C. and then 1.6 1 of isopropenylmagnesium bromide at 0.5 M in THF are added dropwise. After 1 hour at −40° C. with stirring the mixture is hydrolyzed with 400 ml of saturated NH4Cl solution. The aqueous phase is extracted twice with ether. The organic phase is dried and then evaporated and the residue is chromatographed on silica, eluting with toluene. This gives 20.3 g of the expected compound. The aqueous phase is extracted twice with ether The organic phase is dried evaporated the residue is chromatographed on silica eluting with toluene
Source ID: ord-a7ff061a5a104dbba7c8ac314afe138eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-64d4e6a794fe4faa905b7979e8a6a328PubChem References
These sources are listed in the compound's public database record.
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