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Home > Encyclopedia > 4-[(2-Chloroethyl)methylamino]benzaldehyde

4-[(2-Chloroethyl)methylamino]benzaldehyde

4-[(2-Chloroethyl)methylamino]benzaldehyde structure

4-[(2-Chloroethyl)methylamino]benzaldehyde 

structure
  • CAS No:

    94-31-5

  • Formula:

    C10H12ClNO

  • Chemical Name:

    4-[(2-Chloroethyl)methylamino]benzaldehyde

  • Synonyms:

    Benzaldehyde,4-[(2-chloroethyl)methylamino]-;Benzaldehyde,p-[(2-chloroethyl)methylamino]-;4-[(2-Chloroethyl)methylamino]benzaldehyde;4-(N-2-Chloroethyl-N-methylamino)benzaldehyde;4-[N-Methyl-N-(β-chloroethyl)amino]benzaldehyde

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

4-[(2-Chloroethyl)methylamino]benzaldehyde Basic Attributes

197.66

197.66

202-321-3

DTXSID6059100

2922399090

Characteristics

20.3

2.4

1.2±0.1 g/cm3

70 °C

328.7°C at 760 mmHg

152.6±23.7 °C

1.596

Safety Information

I; II; III

6.1

2

TQ2625000

Xi

Drug Information

4-((2-chloroethyl)methylamino)benzaldehyde

4-[(2-Chloroethyl)methylamino]benzaldehyde Use and Manufacturing

Methods of Manufacturing

50 g of N-methyl-N-hydroxyethylaniline and 200 g of dichloroethane are successively added to the first reaction vessel.Stir and cool to 0 C, add dropwise 55g of phosphorus trichloride, after the end of dropping, stirring at room temperature for 6h, 100 g of water was slowly added dropwise to wash the layers, and then sodium bicarbonate solution was added to wash the layers to neutrality.Then use lg water layer to wash, dichloroethane layer is dried with anhydrous sodium sulfate for 2h and filtered.Dichloroethane solution containing N-methyl-N-chloroethylaniline is obtainedTo the second reaction vessel was added 53 g of N, N-dimethylformamide and then 81 g of phosphorus oxychloride was slowly added dropwise, followed byStir to obtain the first material;The dichloroethane solution containing N-methyl-N-chloroethylaniline was put into the third reaction vessel and cooled to _5C.The first material was slowly added dropwise to the third reaction vessel. The temperature during the dropwise addition was C and then warmed to room temperature.Incubation 2h to obtain the second material; the second material was transferred to 300g ice water for quenching, after layering, The organic layer was washed with water, dried, and dichloroethane was recovered. After adding 500 g of water, the mixture was stirred and filtered to obtain a pale green solid.The light green solid is the crude product of N-methyl-N-chloroethyl-4-aminobenzaldehyde;Into the fourth reaction vessel were sequentially added a pale green solid, 300 g of water, 15 g of sodium hydroxide, 300 g of methanol and 50 g of sodium bisulfite were heated to 60 C. and stirred for 6 h before cooling down to precipitate solids.Filtration gave 54 g of 4-(N-methyl-N-sulfoethyl)aminobenzaldehyde sodium salt.50 g of N-methyl-N-hydroxyethylaniline and 200 g of dichloroethane are successively added to the first reaction vessel.Stir and cool to 0 C, add dropwise 55g of phosphorus trichloride, after the end of dropping, stirring at room temperature for 6h, 100 g of water was slowly added dropwise to wash the layers, and then sodium bicarbonate solution was added to wash the layers to neutrality.Then use lg water layer to wash, dichloroethane layer is dried with anhydrous sodium sulfate for 2h and filtered.Dichloroethane solution containing N-methyl-N-chloroethylaniline is obtainedTo the second reaction vessel was added 53 g of N, N-dimethylformamide and then 81 g of phosphorus oxychloride was slowly added dropwise, followed byStir to obtain the first material;The dichloroethane solution containing N-methyl-N-chloroethylaniline was put into the third reaction vessel and cooled to _5C.The first material was slowly added dropwise to the third reaction vessel. The temperature during the dropwise addition was C and then warmed to room temperature.Incubation 2h to obtain the second material; the second material was transferred to 300g ice water for quenching, after layering, The organic layer was washed with water, dried, and dichloroethane was recovered. After adding 500 g of water, the mixture was stirred and filtered to obtain a pale green solid.The light green solid is the crude product of N-methyl-N-chloroethyl-4-aminobenzaldehyde;Into the fourth reaction vessel were sequentially added a pale green solid, 300 g of water, 15 g of sodium hydroxide, 300 g of methanol and 50 g of sodium bisulfite were heated to 60 C. and stirred for 6 h before cooling down to precipitate solids.Filtration gave 54 g of 4-(N-methyl-N-sulfoethyl)aminobenzaldehyde sodium salt.

Benzaldehyde, 4-[(2-chloroethyl)methylamino]-: ACTIVE

Computed Properties

Molecular Weight:197.66
XLogP3:2.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:197.0607417
Monoisotopic Mass:197.0607417
Topological Polar Surface Area:20.3
Heavy Atom Count:13
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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