Reaction #4058569
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1cfae8481cd4433182952a0e37d32043No renderable structure data available
C(CCC#N)CCClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 6-chlorohexanenitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 6628-78-0 |
| Database ID | 246522 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
6-chlorohexanenitrile (CAS 6628-78-0) 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 246522
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-1cfae8481cd4433182952a0e37d32043Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a2250eda05964f9ab15042596eca9d96Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 44.4 g. of 2,4-dihydroxy-3-propylacetophenone, 42.2 g. of 6-chlorocapronitrile, 33.2 g. of potassium carbonate and 4.0 g. of potassium iodide in one liter of methyl ethyl ketone was allowed to reflux for three days. The reaction mixture was filtered and the filtrate was evaporated in vacuo. Chromatography of the residue over silica gel (0-30% ethyl acetate gradient in hexane) gave 53.6 g. of the title product as an oil. to reflux for three days The reaction mixture was filtered the filtrate was evaporated in vacuo Chromatography of the residue over silica gel (0-30% ethyl acetate gradient in hexane) gave 53.6 g
Source ID: ord-c9d8be78bc9e40a981fda2c161f554d6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 44.4 g. of 2,4-dihydroxy-3-propylacetophenone, 42.2 g. of 6-chlorocapronitrile, 33.2 g. of potassium carbonate and 4.0 g. of potassium iodide in one liter of methyl ethyl ketone was allowed to reflux for three days. The reaction mixture was filtered and the filtrate was evaporated in vacuo. Chromatography of the residue over silica gel (0-30% ethyl acetate gradient in hexane) gave 53.6 g. of the title product as an oil. to reflux for three days The reaction mixture was filtered the filtrate was evaporated in vacuo Chromatography of the residue over silica gel (0-30% ethyl acetate gradient in hexane) gave 53.6 g
Source ID: ord-f18112f1e0c146a59299340790a54379Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 44.4 g. of 2,4-dihydroxy-3-propylacetophenone, 42.2 g. of 6-chlorocapronitrile, 33.2 g. of potassium carbonate and 4.0 g. of potassium iodide in one liter of methyl ethyl ketone was allowed to reflux for three days. The reaction mixture was filtered and the filtrate was evaporated in vacuo. Chromatography of the residue over silica gel (0-30% ethyl acetate gradient in hexane) gave 53.6 g. of the title product as an oil. to reflux for three days The reaction mixture was filtered the filtrate was evaporated in vacuo Chromatography of the residue over silica gel (0-30% ethyl acetate gradient in hexane) gave 53.6 g
Source ID: ord-f18112f1e0c146a59299340790a54379Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 6-chlorohexanenitrile (6.36 g, 48.3 mmol) and thiourea (4.04 g, 53.1 mmol) are mixed in 40 ml of water. The mixture is heated to reflux for 3 to 4 hours. The reaction mixture is evaporated and 20 ml of ethanol is added and then evaporated as well. This is repeated three times. After that, 10 ml of methanol and 30 ml of acetone are added and the mixture is stirred for one hour. The crystalline material is filtered and the product is dried under high vacuum overnight to yield S-(5-cyanopentyl)isothiourea hydrochloride. The mixture is heated to reflux for 3 to 4 hours The reaction mixture is evaporated 20 ml of ethanol is added evaporated as well After that, 10 ml of methanol and 30 ml of acetone are added The crystalline material is filtered the product is dried under high vacuum overnight
Source ID: ord-99efc859cf0b47c6b7487b80f595d1aeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 6-chlorohexanenitrile (6.36 g, 48.3 mmol) and thiourea (4.04 g, 53.1 mmol) are mixed in 40 ml of water. The mixture is heated to reflux for 3 to 4 hours. The reaction mixture is evaporated and 20 ml of ethanol is added and then evaporated as well. This is repeated three times. After that, 10 ml of methanol and 30 ml of acetone are added and the mixture is stirred for one hour. The crystalline material is filtered and the product is dried under high vacuum overnight to yield S-(5-cyanopentyl)isothiourea hydrochloride. The mixture is heated to reflux for 3 to 4 hours The reaction mixture is evaporated 20 ml of ethanol is added evaporated as well After that, 10 ml of methanol and 30 ml of acetone are added The crystalline material is filtered the product is dried under high vacuum overnight
Source ID: ord-99efc859cf0b47c6b7487b80f595d1aeConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1cfae8481cd4433182952a0e37d32043Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a2250eda05964f9ab15042596eca9d96Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 6-chlorohexanenitrile (6.36 g, 48.3 mmol) and thiourea (4.04 g, 53.1 mmol) are mixed in 40 ml of water. The mixture is heated to reflux for 3 to 4 hours. The reaction mixture is evaporated and 20 ml of ethanol is added and then evaporated as well. This is repeated three times. After that, 10 ml of methanol and 30 ml of acetone are added and the mixture is stirred for one hour. The crystalline material is filtered and the product is dried under high vacuum overnight to yield S-(5-cyanopentyl)isothiourea hydrochloride. The mixture is heated to reflux for 3 to 4 hours The reaction mixture is evaporated 20 ml of ethanol is added evaporated as well After that, 10 ml of methanol and 30 ml of acetone are added The crystalline material is filtered the product is dried under high vacuum overnight
Source ID: ord-62ac1fe1fdd54c2dbacfb5b2fb836acbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Using morpholine and 6-chloro-hexanenitrile as substrates. MS (ion spray) m/z 183.
Source ID: ord-7d0954e6d0284ff396971d3def655854Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Using piperidine and 6-chloro-hexanenitrile as substrates. MS (ion spray) m/z 181 (M+H)+.
Source ID: ord-51ba5af6b2844d3e893bca6ff58ad474PubChem References
These sources are listed in the compound's public database record.
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