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4-Amino-3,5-dichlorobenzylamine
Chemistry
Organic Building Blocks
Aryls
Amines Chlorides Benzene Compounds

[ CAS No. 164648-75-3 ] 4-Amino-3,5-dichlorobenzylamine

Cat. No.: A544609
Chemical Structure| 164648-75-3
Chemical Structure| 164648-75-3
 Structure of 164648-75-3 * Storage: Keep in dark place,Sealed in dry,2-8°C
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Product Details of [ 164648-75-3 ]

CAS No. :164648-75-3 MDL No. :MFCD03410958
Formula : C7H8Cl2N2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 191.06 Pubchem ID :-
Synonyms :

Safety of [ 164648-75-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H302-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 164648-75-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 164648-75-3 ]

[ 164648-75-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 78473-00-4 ]
  • [ 164648-75-3 ]
YieldReaction ConditionsOperation in experiment
80% To lithium aluminum hydride (0.57 g, 15 mmol) in dry THF (20 mL) was added dropwise <strong>[78473-00-4]3,5-dichloro-4-aminobenzonitrile</strong> (1.87 g, 10 mmol) in THF (30 mL). The mixture was stirred at RT for 2 hours. Then, sodium sulfate decahydrate (4.83 g, 15 mmol) was added and stirred for 30 min. The solid was filtered off and washed with THF for three times. The solvent was removed by rotovap and residue was purified by column with Methanol/DCM (3:7) as the eluant. 3,5-Dichloro-4-aminobenzylamine was obtained as an off-white solid (1.5 g, 80%). 1H NMR (300 MHz, CD3OD): delta 3.65 (s, 2H), 7.2 (s, 2H).
80% Preparation A; 3,5-Dichloro-4-aminobenzylamine; Step A (1); To lithium aluminum hydride (0.57 g, 15 mmol) in dry THF (20 mL) was added dropwise <strong>[78473-00-4]3,5-dichloro-4-aminobenzonitrile</strong> (1.87 g, 10 mmol) in THF (30 mL). The mixture was stirred at rt for 2 h. Then, sodium sulfate decahydrate (4.83 g, 15 mmol) was added and the mixture was stirred for 30 min. The solid was filtered off and washed with THF three times. The solvent was removed under vacuum and the residue was purified by chromatography with Methanol/DCM (3:7) as the eluant. 3,5-Dichloro-4-aminobenzylamine was obtained as an off-white solid (1.5 g, 80%). 1H NMR (300 MHz, CD3OD): delta3.65 (s, 2H), 7.2 (s, 2H).
80% Preparation B 3,5-Dichloro-4-aminobenzylamine To lithium aluminum hydride (0.57 g, 15 mmol) in dry THF (20 mL) was added dropwise <strong>[78473-00-4]3,5-dichloro-4-aminobenzonitrile</strong> (1.87 g, 10 mmol) in THF (30 mL). The mixture was stirred at RT for 2 hours. Then, sodium sulfate decahydrate (4.83 g, 15 mmol) was added and stirred for 30 min. The solid was filtered off and washed with THF for three times. The solvent was removed by rotovap and residue was purified by column with Methanol/DCM (3:7) as the eluant. 3,5-dichloro-4-aminobenzylamine was obtained as an off-white solid (1.5 g, 80%). 1H NMR (300 MHz, CD3OD): delta 7.2 (s, 2 H), 3.65 (s, 2 H).
80% 3,5-Dichloro-4-aminobenzylamine To lithium aluminum hydride (0.57 g, 15 mmol) in dry THF (20 mL) was added dropwise <strong>[78473-00-4]3,5-dichloro-4-aminobenzonitrile</strong> (1.87 g, 10 mmol) in THF (30 mL). The mixture was stirred at rt for 2 h. Then, sodium sulfate decahydrate (4.83 g, 15 mmol) was added and the mixture was stirred for 30 min. The solid was filtered off and washed with THF three times. The solvent was removed under vacuum and the residue was purified by chromatography with Methanol/DCM (3:7) as the eluant. 3,5-Dichloro-4-aminobenzylamine was obtained as an off-white solid (1.5 g, 80%). 1H NMR (300 MHz, CD3OD): delta3.65 (s, 2H), 7.2 (s, 2H).
80% To lithium aluminum hydride (0.57 g, 15 mmol) in dry THF (20 mL) was added dropwise <strong>[78473-00-4]3,5-dichloro-4-aminobenzonitrile</strong> (1.87 g, 10 mmol) in THF (30 mL). The mixture was stirred at rt for 2 h. Then, sodium sulfate decahydrate (4.83 g, 15 mmol) was added and the mixture was stirred for 30 min. The solid was filtered off and washed with THF three times. The solvent was removed under vacuum and the residue was purified by chromatography with Methanol/DCM (3:7) as the eluant. 3,5-Dichloro-4-aminobenzylamine was obtained as an off-white solid (1.5 g, 80%). 1H NMR (300 MHz, CD3OD): delta 3.65 (s, 2H), 7.2 (s, 2H).

Reference： [1]Patent: US2006/287287,2006,A1 .Location in patent: Page/Page column 19-20
[2]Patent: US2007/49589,2007,A1 .Location in patent: Page/Page column 12
[3]Patent: US2008/262055,2008,A1 .Location in patent: Page/Page column 6
[4]Patent: US2007/232581,2007,A1 .Location in patent: Page/Page column 6-7
[5]Patent: US2007/232679,2007,A1 .Location in patent: Page/Page column 8
[6]Journal of Medicinal Chemistry,2012,vol. 55,p. 9208 - 9223,16

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Technical Information

• Alkyl Halide Occurrence • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Petasis Reaction • Preparation of Alkylbenzene • Preparation of Amines • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Ugi Reaction • Vilsmeier-Haack Reaction
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