No renderable structure data available
C1=C(C(=C(C(=C1Br)N)F)Cl)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 6-bromo-3-chloro-2,4-difluoroaniline |
|---|---|
| IUPAC Name | — |
| CAS Number | 201849-12-9 |
| Database ID | 2773254 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
6-bromo-3-chloro-2,4-difluoroaniline (CAS 201849-12-9) 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 2773254
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c5649bd598a3497ca51a23bee1cb035aConditions: temp:-20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.9 g of N-bromosuccinimide was gradually added to a stirred solution of 17.4 g of 3-chloro-2,4-difluoroaniline in 150 cm3 of dry dimethylformamide, cooled to a temperature in the region of −20° C., while this temperature was maintained. After stirring for 1 hour, the temperature was brought to the region of 20° C. and then the mixture was concentrated under reduced pressure (5 kPa), at a temperature in the region of 60° C. The residue obtained was supplemented with 400 cm3 of hexane and 200 cm3 of water. The mixture was stirred and the aqueous phase decanted off. The latter was extracted three times with successively 200, 200, and 100 cm3 of hexane. The extracts were combined, washed twice with 200 cm3 of water and twice with 200 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the organic solution was concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C. 19.2 g of 2-bromo-5-chloro-4,6-difluoroaniline was obtained in the form of a white solid, which melted at 62° C. was maintained was brought to the region of 20° C. the mixture was concentrated under reduced pressure (5 kPa), at a temperature in the region of 60° C The residue obtained The mixture was stirred the aqueous phase decanted off The latter was extracted three times with successively 200, 200, and 100 cm3 of hexane washed twice with 200 cm3 of water and twice with 200 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the organic solution was concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C
Source ID: ord-e0cbac8f627c4027bc877e6abad73089Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 66 cm3 of a 2 N butyllithium solution (in hexane) was added dropwise over 30 minutes to a stirred solution of 13.4 g of 2-bromo-5-chloro-4,6-difluoroaniline in 150 cm3 of anhydrous tetrahydrofuran (THF) cooled to a temperature in the region of −75° C. After stirring for 1 hour at this temperature, 12.8 cm3 of dimethylformamide was added. After the addition, the mixture was again stirred for 3 hours at a temperature in the region of −70° C. The mixture was brought to a temperature in the region of −5° C., and then an aqueous ammonium chloride solution (18 g dissolved in 180 cm3) was added. The reaction mixture was extracted twice with 200 cm of diethyl ether. The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C. After taking up the solid residue obtained in 80 cm3 of hexane and then filtration, 6.2 g of 2-amino-4-chloro-3,5-difluorobenzaldehyde was obtained in the form of a yellow solid. was added After the addition was brought to a temperature in the region of −5° C. The reaction mixture was extracted twice with 200 cm of diethyl ether The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C obtained in 80 cm3 of hexane filtration
Source ID: ord-783ef24bebeb4f4da11c27fa097d7783Conditions: temp:-20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.9 g of N-bromosuccinimide was gradually added to a stirred solution of 17.4 g of 3-chloro-2,4-difluoroaniline in 150 cm3 of dry dimethylformamide, cooled to a temperature in the region of −20° C., while this temperature was maintained. After stirring for 1 hour, the temperature was brought to the region of 20° C. and then the mixture was concentrated under reduced pressure (5 kPa), at a temperature in the region of 60° C. The residue obtained was supplemented with 400 cm3 of hexane and 200 cm3 of water. The mixture was stirred and the aqueous phase decanted off. The latter was extracted three times with successively 200, 200, and 100 cm3 of hexane. The extracts were combined, washed twice with 200 cm3 of water and twice with 200 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the organic solution was concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C. 19.2 g of 2-bromo-5-chloro-4,6-difluoroaniline was obtained in the form of a white solid, which melted at 62° C. was maintained was brought to the region of 20° C. the mixture was concentrated under reduced pressure (5 kPa), at a temperature in the region of 60° C The residue obtained The mixture was stirred the aqueous phase decanted off The latter was extracted three times with successively 200, 200, and 100 cm3 of hexane washed twice with 200 cm3 of water and twice with 200 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the organic solution was concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C
Source ID: ord-e0cbac8f627c4027bc877e6abad73089Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 66 cm3 of a 2 N butyllithium solution (in hexane) was added dropwise over 30 minutes to a stirred solution of 13.4 g of 2-bromo-5-chloro-4,6-difluoroaniline in 150 cm3 of anhydrous tetrahydrofuran (THF) cooled to a temperature in the region of −75° C. After stirring for 1 hour at this temperature, 12.8 cm3 of dimethylformamide was added. After the addition, the mixture was again stirred for 3 hours at a temperature in the region of −70° C. The mixture was brought to a temperature in the region of −5° C., and then an aqueous ammonium chloride solution (18 g dissolved in 180 cm3) was added. The reaction mixture was extracted twice with 200 cm of diethyl ether. The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C. After taking up the solid residue obtained in 80 cm3 of hexane and then filtration, 6.2 g of 2-amino-4-chloro-3,5-difluorobenzaldehyde was obtained in the form of a yellow solid. was added After the addition was brought to a temperature in the region of −5° C. The reaction mixture was extracted twice with 200 cm of diethyl ether The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C obtained in 80 cm3 of hexane filtration
Source ID: ord-783ef24bebeb4f4da11c27fa097d7783Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 66 cm3 of a 2 N butyllithium solution (in hexane) was added dropwise over 30 minutes to a stirred solution of 13.4 g of 2-bromo-5-chloro-4,6-difluoroaniline in 150 cm3 of anhydrous tetrahydrofuran (THF) cooled to a temperature in the region of −75° C. After stirring for 1 hour at this temperature, 12.8 cm3 of dimethylformamide was added. After the addition, the mixture was again stirred for 3 hours at a temperature in the region of −70° C. The mixture was brought to a temperature in the region of −5° C., and then an aqueous ammonium chloride solution (18 g dissolved in 180 cm3) was added. The reaction mixture was extracted twice with 200 cm of diethyl ether. The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C. After taking up the solid residue obtained in 80 cm3 of hexane and then filtration, 6.2 g of 2-amino-4-chloro-3,5-difluorobenzaldehyde was obtained in the form of a yellow solid. was added After the addition was brought to a temperature in the region of −5° C. The reaction mixture was extracted twice with 200 cm of diethyl ether The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C obtained in 80 cm3 of hexane filtration
Source ID: ord-783ef24bebeb4f4da11c27fa097d7783Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c5649bd598a3497ca51a23bee1cb035aConditions: temp:-20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.9 g of N-bromosuccinimide was gradually added to a stirred solution of 17.4 g of 3-chloro-2,4-difluoroaniline in 150 cm3 of dry dimethylformamide, cooled to a temperature in the region of −20° C., while this temperature was maintained. After stirring for 1 hour, the temperature was brought to the region of 20° C. and then the mixture was concentrated under reduced pressure (5 kPa), at a temperature in the region of 60° C. The residue obtained was supplemented with 400 cm3 of hexane and 200 cm3 of water. The mixture was stirred and the aqueous phase decanted off. The latter was extracted three times with successively 200, 200, and 100 cm3 of hexane. The extracts were combined, washed twice with 200 cm3 of water and twice with 200 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the organic solution was concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C. 19.2 g of 2-bromo-5-chloro-4,6-difluoroaniline was obtained in the form of a white solid, which melted at 62° C. was maintained was brought to the region of 20° C. the mixture was concentrated under reduced pressure (5 kPa), at a temperature in the region of 60° C The residue obtained The mixture was stirred the aqueous phase decanted off The latter was extracted three times with successively 200, 200, and 100 cm3 of hexane washed twice with 200 cm3 of water and twice with 200 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the organic solution was concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C
Source ID: ord-e0cbac8f627c4027bc877e6abad73089Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 66 cm3 of a 2 N butyllithium solution (in hexane) was added dropwise over 30 minutes to a stirred solution of 13.4 g of 2-bromo-5-chloro-4,6-difluoroaniline in 150 cm3 of anhydrous tetrahydrofuran (THF) cooled to a temperature in the region of −75° C. After stirring for 1 hour at this temperature, 12.8 cm3 of dimethylformamide was added. After the addition, the mixture was again stirred for 3 hours at a temperature in the region of −70° C. The mixture was brought to a temperature in the region of −5° C., and then an aqueous ammonium chloride solution (18 g dissolved in 180 cm3) was added. The reaction mixture was extracted twice with 200 cm of diethyl ether. The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C. After taking up the solid residue obtained in 80 cm3 of hexane and then filtration, 6.2 g of 2-amino-4-chloro-3,5-difluorobenzaldehyde was obtained in the form of a yellow solid. was added After the addition was brought to a temperature in the region of −5° C. The reaction mixture was extracted twice with 200 cm of diethyl ether The combined ethereal extracts were washed once with 150 cm3 of water and once with 150 cm3 of a saturated aqueous sodium chloride solution After drying over magnesium sulphate the solution was concentrated under reduced pressure (5 kPa), at a temperature in the region of 40° C obtained in 80 cm3 of hexane filtration
Source ID: ord-783ef24bebeb4f4da11c27fa097d7783PubChem References
These sources are listed in the compound's public database record.
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