Reaction #4157624
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bbb8727266c74c86acc8aa5a6ef14004No renderable structure data available
C1=CC(=CC=C1N2C(=O)C(=C(C2=O)Cl)Cl)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3,4-dichloro-1-(4-fluorophenyl)pyrrole-2,5-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 41205-21-4 |
| Database ID | 93228 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3,4-dichloro-1-(4-fluorophenyl)pyrrole-2,5-dione (CAS 41205-21-4) 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 93228
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-bbb8727266c74c86acc8aa5a6ef14004Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-248330740ec5437ab2d023ae510fc6cfConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2b79ad841cab41388111febb2ace1fa2Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7f0b042328f7485baa3d7ebed89b7150Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bbb8727266c74c86acc8aa5a6ef14004Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 15g (0.07 mol) of dimethyl 2,3-dichloromaleate was added to 100 ml of water. To the resulting solution 6.7g (0.06 mol) of 4-fluoroaniline was added dropwise over a period of 5 min. at reflux temperatures under agitation. The mixture was then allowed to react for 2 hours at reflux temperatures. Upon cooling the reaction mixture, precipitated crystal was separated by filtration to obtain 15.2g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 240°-242° C (not corrected) at a yield of 97.3%. An analysis by gas chromatography showed the product had a purity of 94.1%. at reflux temperatures under agitation to react for 2 hours at reflux temperatures Upon cooling the reaction mixture precipitated crystal was separated by filtration
Source ID: ord-f74395ab02ff4db29336f0a0dd4f8f0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.5g (0.1 mol) of 2,3-dichloromaleic acid was dissolved in 120 ml of water. To the resulting solution 8.9g (0.08mol) of 4-fluoroaniline was added dropwise over a period of 5 min. at reflux temperatures under agitation. The mixture was then allowed to react for 2 hours at reflux temperatures. Upon cooling the reaction mixture, precipitated crystal was separated by filtration to obtain 20.3g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 239°-240° C (not corrected) at a yield of 98.1%. An analysis by gas chromatography showed the product had a purity of 95.5%. at reflux temperatures under agitation to react for 2 hours at reflux temperatures Upon cooling the reaction mixture precipitated crystal was separated by filtration
Source ID: ord-b1e8f4be274a499cb721d57cde8bddc1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.5g (0.1 mol) of 2,3-dichloromaleic acid was dissolved in 120 ml of water. To the resulting solution 8.9g (0.08mol) of 4-fluoroaniline was added dropwise over a period of 5 min. at reflux temperatures under agitation. The mixture was then allowed to react for 2 hours at reflux temperatures. Upon cooling the reaction mixture, precipitated crystal was separated by filtration to obtain 20.3g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 239°-240° C (not corrected) at a yield of 98.1%. An analysis by gas chromatography showed the product had a purity of 95.5%. at reflux temperatures under agitation to react for 2 hours at reflux temperatures Upon cooling the reaction mixture precipitated crystal was separated by filtration
Source ID: ord-b1e8f4be274a499cb721d57cde8bddc1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5.56g of the thusly resulted 4-fluoroanilinium 2,3-dichloromaleate was suspended in 40 ml of water and allowed to react for 2 hours at reflux temperatures. Upon cooling the reaction mixture, precipitated crystal was separated by filtration to obtain 4.8g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 240°-242° C (not corrected) at a yield of 95.0%. An analysis by gas chromatography showed the product had a purity of 99.2%. to react for 2 hours at reflux temperatures Upon cooling the reaction mixture precipitated crystal was separated by filtration
Source ID: ord-689ffb5d591e43528a38e99e1ae3dcb2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5.55g (0.05 mol) of 4-fluoroaniline was emulsified in 150 ml of water. Then to the resulting emulsion 10g (0.06 mol) of 2,3-dichloromaleic anhydride in 50 ml of water was added dropwise over a period of 30 min. at room temperatures under agitation. The mixture was then allowed to react at reflux temperatures. Upon cooling the reaction mixture, a crystal was removed out, which was separated by filtration to obtain 12.9g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 240°-243° C (not corrected) at a yield of 99.1%. An analysis by gas chromatography showed the product had a purity of 98.6%. to react at reflux temperatures Upon cooling the reaction mixture a crystal was removed out which was separated by filtration
Source ID: ord-843fb8ced79a43738e787705d73b5cc0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5.55g (0.05 mol) of 4-fluoroaniline was emulsified in 150 ml of water. Then to the resulting emulsion 10g (0.06 mol) of 2,3-dichloromaleic anhydride in 50 ml of water was added dropwise over a period of 30 min. at room temperatures under agitation. The mixture was then allowed to react at reflux temperatures. Upon cooling the reaction mixture, a crystal was removed out, which was separated by filtration to obtain 12.9g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 240°-243° C (not corrected) at a yield of 99.1%. An analysis by gas chromatography showed the product had a purity of 98.6%. to react at reflux temperatures Upon cooling the reaction mixture a crystal was removed out which was separated by filtration
Source ID: ord-843fb8ced79a43738e787705d73b5cc0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10g (0.06 mol) of 2,3-dichloromaleic anhydride was dissolved in 200 ml of water. Then to the resulting solution 5.55g (0.05 mol) of 4-fluoroaniline was added dropwise over a period of 5 min. at room temperature under agitation. The mixture was then allowed to react for 2 hours at reflux temperatures. Upon cooling the reaction mixture, precipitated crystal was separated by filtration to obtain 12.9g of N-(4-fluorophenyl)-2,3-dichloromaleimide melting at 240°-243° C (not corrected) at a yield of 99.2%. An anaylsis by gas chromatography showed the product had a purity of 99.3%. to react for 2 hours at reflux temperatures Upon cooling the reaction mixture precipitated crystal was separated by filtration
Source ID: ord-5a3912e51b8444d5a4b2c93384bcbc44PubChem References
These sources are listed in the compound's public database record.
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