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inquiryDiflubenzuron CAS 35367-38-5 N-(((4-chlorophenyl)amino)carbonyl)-2,6-difluorobenzamide CAS no 35367-38-5 Benzamide, N-[[(4-chlorophenyl)amino]carbonyl]-2,6-difluoro- Diflubenzuron N-(((4-chlorophenyl)amino)carbonyl)-2,6-difluorobenzamide 1-(4-
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inquiryDiflubenzuron Basic information Product Name: Diflubenzuron Synonyms: 1-(4-CHLOROPHENYL)-3-(2,6-DI-FLUOROBENZOYL)UREA;1-(4-CHLOROPHENYL)-3-(2,6-DIFLUOROBENZYL)UREA;
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inquiryCommon Name: Diflubenzuron Chemical Name: 3-(2,6-Difluorobenzoyl)-1-(4-chlorophenyl)urea Molecular Formula: C14H9O2N2F2CI Molecular Weight: 310.7 EINECS No.: 252-529-3 CAS No.: 35367-38-5 Diflubenzuron is a benzamide insecticide used on forest and f
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inquiry4-chloro-aniline
S-allyl N-(2,6-difluorobenzoyl)monothiocarbamate
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
With triethylamine In benzene for 2h; Heating; | 70% |
4-chloro-aniline
N-(Bis-methylsulfanyl-methylene)-2,6-difluoro-benzamide
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
With acetic acid for 6h; Heating; | 69% |
2,6-difluorobenzoylchloride
N-(4-chlorophenyl)urea
A
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
B
N-(4-chlorophenyl)-2,6-difluorobenzamide
Conditions | Yield |
---|---|
In toluene for 7h; Heating; | A 67% B 5 g |
In toluene for 7h; Heating; | A 5 g B 5 g |
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
With 9-(2-mesityl)-10-methylacridinium perchlorate In chloroform at 35℃; for 4h; Irradiation; | 64% |
2,6-difluorobenzoyl isocyanate
A
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 20℃; for 3h; | A n/a B 60.1% |
2,6-difluorobenzoyl isocyanate
N-(t-butoxycarbonyl)-4-chloroaniline
A
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane Heating; | A n/a B 59% |
1-bromo-2,6-difluorobenzene
carbon monoxide
N-(4-chlorophenyl)urea
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; under 3361.55 Torr; for 4h; Microwave irradiation; | 45% |
benzyl N-methylcarbamate
2,6-difluorobenzoyl isocyanate
4-chloro-aniline
A
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: benzyl N-methylcarbamate With sulfur dichloride Stage #2: 4-chloro-aniline With pyridine In tetrahydrofuran at 20℃; Stage #3: 2,6-difluorobenzoyl isocyanate In 1,2-dichloro-ethane at 20℃; | A n/a B 11.9% |
2,6-difluorobenzamide
p-chlorphenylisocyanate
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
In toluene for 5h; Heating; | |
With sodium hydride In N,N-dimethyl-formamide 1.) 30 min., -10 to 0 deg C, 2.) 4h, room temperature; | |
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 5h; Temperature; Large scale; |
2,6-difluorobenzoyl isocyanate
phenyl N-(4-chlorophenyl)carbamate
A
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
4-chloro-aniline
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 51.6 percent / aq. NaOH / dioxane / 15 h / 20 °C 2: 1,2-dichloro-ethane / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 69 percent / pyridine / tetrahydrofuran / 0.5 h / 20 °C 2: 1,2-dichloro-ethane / 3 h / 20 °C View Scheme |
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: benzene / 96 h / Ambient temperature 2: 70 percent / benzene / 11 h / Heating 3: 70 percent / Et3N / benzene / 2 h / Heating View Scheme |
O-allyl N-(2,6-difluorobenzoyl)monothiocarbamate
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 70 percent / benzene / 11 h / Heating 2: 70 percent / Et3N / benzene / 2 h / Heating View Scheme |
2,6-difluorobenzoylchloride
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) CH3CN, RT, 5 min, 2.) CH3CN, reflux, 5 h 2: 70 percent / Et3N / benzene / 2 h / Heating View Scheme |
1,4-diaza-bicyclo[2.2.2]octane
2,6-difluorobenzamide
p-chlorphenylisocyanate
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
With N-Bromosuccinimide In methanol; 1,2-dichloro-ethane |
p-chlorphenylisocyanate
1,1,2,2-tetrachloroethane
A
2,6-difluorobenzamide
B
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
In n-heptane |
2,6-difluorobenzylamine
p-chlorphenylisocyanate
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane / 0.17 h / 0 - 20 °C 2: 9-(2-mesityl)-10-methylacridinium perchlorate / chloroform / 4 h / 35 °C / Irradiation View Scheme |
1,3,5-triallylhexahydro-1,3,5-triazine
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: 1,3,5-triallylhexahydro-1,3,5-triazine With phosphorus pentachloride In dichloromethane at 40℃; for 2.5h; Stage #2: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea In dichloromethane at 1℃; for 0.25h; Stage #3: With triethylamine In dichloromethane at 1 - 20℃; for 5h; | 75% |
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea With sodium hydride In DMF (N,N-dimethyl-formamide) at 3℃; for 0.5h; Stage #2: PhCH2O2CN(CH2Cl)2 In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 1 - 20℃; for 6h; | 46.6% |
bis-iodomethyl sulfide
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
3-(4-chlorophenyl)-5-(2,6-difluorobenzoyl)tetrahydro-4H-1,3,5-thiadiazin-4-one
Conditions | Yield |
---|---|
Stage #1: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea With sodium hydride In DMF (N,N-dimethyl-formamide) at 3℃; for 0.666667h; Stage #2: bis-iodomethyl sulfide In DMF (N,N-dimethyl-formamide) at 3 - 20℃; for 18h; | 20% |
1,3,5-trimethyl-1,3,5-triazacyclohexane
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trimethyl-1,3,5-triazacyclohexane With phosphorus pentachloride In dichloromethane at 40℃; for 2.5h; Stage #2: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea In dichloromethane at 1℃; for 0.25h; Stage #3: With sodium hydroxide; triethylamine more than 3 stages; | 19% |
bis(2-chloromethyl)ether
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea With sodium hydride In DMF (N,N-dimethyl-formamide) at 3℃; for 0.666667h; Stage #2: bis(2-chloromethyl)ether In DMF (N,N-dimethyl-formamide) at 3 - 20℃; for 2h; | 19% |
1,3,5-Triisopropyl-1,3,5-triazacyclohexane
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: 1,3,5-Triisopropyl-1,3,5-triazacyclohexane With phosphorus pentachloride In dichloromethane at 40℃; for 4h; Stage #2: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea In dichloromethane at 1℃; for 0.25h; Stage #3: With sodium hydroxide; triethylamine more than 3 stages; | 16% |
1,3,5-Triisopropyl-1,3,5-triazacyclohexane
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
Conditions | Yield |
---|---|
Stage #1: 1,3,5-Triisopropyl-1,3,5-triazacyclohexane With phosphorus pentachloride In dichloromethane at 40℃; for 3h; Stage #2: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea In dichloromethane at 1℃; for 0.25h; Stage #3: With sodium hydroxide; triethylamine more than 3 stages; | 15% |
1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
sodium methylate
A
methyl 2,6-difluorobenzoate
B
N-(4-chlorophenyl)urea
Conditions | Yield |
---|---|
In methanol at 25℃; Kinetics; Mechanism; Rate constant; |
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