2729-34-2

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C6H4Cl2FN/c7-4-1-3(10)2-5(8)6(4)9/h1-2H,10H2

Synthetic route

3,5-dichloro-4-fluoro-nitrobenzene (3107-19-5) → 3,5-dichloro-4-fluorophenylamine (2729-34-2)

Conditions	Yield
With hydrogen In methanol Inert atmosphere;	90%
With hydrogenchloride; tin(ll) chloride
With ammonium formate; zinc In methanol; water for 1.33333h;

3,4,5-trichloronitrobenzen (20098-48-0) → 3,5-dichloro-4-fluorophenylamine (2729-34-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylformamide; potassium fluoride / 150 °C 2: SnCl2; aqueous HCl View Scheme
Multi-step reaction with 2 steps 1: potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride / 11 h / 140 - 175 °C 2: hydrogen / methanol / Inert atmosphere View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → 1,3-dichloro-2-fluorobenzene (2268-05-5)

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine With nitrosylsulfuric acid at 10 - 15℃; for 6h; Stage #2: With copper(I) oxide; sodium hypophosphite; sulfuric acid; water for 1h;	86%

2-amino-6-methyl-4-chloropyrimidine (5600-21-5) + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → N4-(3,5-dichloro-4-fluorophenyl)-6-methylpyrimidine-2,4-diamine

Conditions	Yield
With hydrogenchloride In ethanol; water at 140℃; for 1.5h; Microwave irradiation; Sealed tube;	81%

2,4-dichloro-5-(morpholinosulfonyl)benzoyl chloride + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → 2,4-dichloro-N-(3,5-dichloro-4-fluorophenyl)-5-(morpholinosulfonyl)benzamide

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 12h; Inert atmosphere;	76%

3,5-dichloro-4-fluorophenylamine (2729-34-2) + 2,4-dichloro-5-[(4-methylpiperazin-1-yl)sulfonyl]benzoyl chloride → 2,4-dichloro-N-(3,5-dichloro-4-fluorophenyl)-5-((4-methylpiperazin-1-yl)sulfonyl)benzamide

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 12h; Inert atmosphere;	64%

3,5-dichloro-4-fluorophenylamine (2729-34-2) + potassium ethyl xanthogenate (140-89-6) → O-ehyl (3,5-dichloro-4-fluorophenyl)sulfanylmethanethioate

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine With hydrogenchloride; sodium nitrite In water at -5℃; Stage #2: potassium ethyl xanthogenate In water at 50℃; for 3h;	60%
With hydrogenchloride; sodium nitrite In water at 0 - 70℃; for 2h;

3,5-dichloro-4-fluorophenylamine (2729-34-2) + phenyl chloroformate (1885-14-9) → phenyl (3,5-dichloro-4-fluorophenyl)carbamate

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;	55%
With sodium hydrogencarbonate In water; ethyl acetate

4-[5-bromo-2-(4-methoxybenzyl)-2H-[1,2,4]triazol-3-yl]morpholine + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → (3,5-dichloro-4-fluorophenyl)-[1-(4-methoxybenzyl)-5-morpholin-4-yl-1H-[1,2,4]triazol-3-yl]amine

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 20 - 85℃; for 15.0833h; Inert atmosphere;	53%

1-benzyl-5-bromo-1H-[1,2,4]triazole + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → (2-benzyl-2H-[1,2,4]triazol-3-yl)(3,5-dichloro-4-fluorophenyl)amine

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 110℃; for 18h; Inert atmosphere;	15%

2-acetylpropanoic acid ethyl ester (609-14-3) + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → ethyl (2Z)-2-[2-(3,5-dichloro-4-fluorophenyl)hydrazin-1-ylidene]propanoate

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine With hydrogenchloride; sodium nitrite In ethanol; water at 0℃; for 0.0833333h; Stage #2: 2-acetylpropanoic acid ethyl ester In ethanol; water at -10℃; for 0.05h;	14.7%

1-benzyl-3-bromo-1H-[1,2,4]triazole + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → (1-benzyl-1H-[1,2,4]triazol-3-yl)-(3,5-dichloro-4-fluorophenyl)amine

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 110℃; for 19h; Inert atmosphere;	7%

3,5-dichloro-4-fluorophenylamine (2729-34-2) + ethyl cyanoacetimidate hydrochloride (55244-11-6) → N5-(3,5-dichloro-4-fluoro-phenyl)-1H-pyrazole-3,5-diamine

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine; ethyl cyanoacetimidate hydrochloride In ethanol at 20℃; under 760.051 Torr; Inert atmosphere; Stage #2: With hydrazine In ethanol; water under 760.051 Torr; for 4.5h; Inert atmosphere; Heating;	5%

3,5-dichloro-4-fluorophenylamine (2729-34-2) → 3,5-dichloro-4-fluorophenol (2995-04-2)

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine With sulfuric acid; sodium nitrite In water at 0℃; for 0.166667h; Stage #2: With sulfuric acid; water; sodium sulfate at 90 - 120℃; for 2.5h; Enzymatic reaction;	5%

Boc-(R)-Ala (3744-87-4, 7764-95-6, 15761-38-3) + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → [(R)-1-(3,5-dichloro-4-fluoro-phenylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1159735-51-9)

Conditions	Yield
Stage #1: Boc-(R)-Ala With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - -15℃; for 0.833333h; Stage #2: 3,5-dichloro-4-fluorophenylamine In tetrahydrofuran at 20℃; for 20h;
With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - 20℃;
Stage #1: Boc-(R)-Ala With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - -15℃; for 0.833333h; Stage #2: 3,5-dichloro-4-fluorophenylamine In tetrahydrofuran at -15 - 20℃;

3,5-dichloro-4-fluorophenylamine (2729-34-2) + Kalium-ethyl-adipat (24356-36-3) → C14H15Cl2FN2O4 (1570075-05-6)

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine With hydrogenchloride; sodium nitrite In water at 0 - 8℃; for 0.333333h; Stage #2: Kalium-ethyl-adipat In water at 0 - 40℃; for 1h; Japp-Klingemann Hydrazone Synthesis;

4-[5-bromo-2-(4-methoxybenzyl)-2H-[1,2,4]triazol-3-yl]morpholine + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → (3,5-dichloro-4-fluorophenyl)-(5-morpholin-4-yl-1H-[1,2,4]triazol-3-yl)amine

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos / toluene / 15.08 h / 20 - 85 °C / Inert atmosphere 2: trifluoroacetic acid / 2 h / 65 °C View Scheme

4-chlorosulfonyl-1-methyl-pyrrole-2-carbonyl chloride + 3,5-dichloro-4-fluorophenylamine (2729-34-2) → 5-[(3,5-dichloro-4-fluorophenyl)carbamoyl]-1-methyl-pyrrole-3-sulfonyl chloride

Conditions	Yield
In toluene for 2h; Reflux;

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N'-cyclopropylcarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions

Yield

Multi-step reaction with 7 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C 7.1: triethylamine / tetrahydrofuran / 0.08 h / 20 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → N'-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}cyclopropanecarbohydrazide

Conditions

Yield

Multi-step reaction with 8 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C 7.1: triethylamine / tetrahydrofuran / 0.08 h / 20 °C 8.1: trifluoroacetic acid / 2 h / 50 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N'-2-fluorocyclopropylcarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions

Yield

Multi-step reaction with 7 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C 7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 1.5 h / 50 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → N'-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}-2-fluorocyclopropanecarbohydrazide

Conditions

Yield

Multi-step reaction with 8 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C 7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 1.5 h / 50 °C 8.1: trifluoroacetic acid / 2 h / 20 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl 2,2-difluorocyclopropanecarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions

Yield

Multi-step reaction with 7 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C 7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 2.5 h / 50 - 70 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N'-isovaleryl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions

Yield

Multi-step reaction with 7 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C 7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 4 h / 50 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbamate

Conditions

Yield

Multi-step reaction with 5 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N-{2-chloro-5-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluoro-2-butenoyl]phenyl}carbamate

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N-{2-chloro-5-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluoro-3-hydroxy-butanoyl]phenyl}carbamate

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → 1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethan-1-one (1190865-44-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → 1,3-dichloro-2-fluoro-5-iodo-benzene

Conditions	Yield
Stage #1: 3,5-dichloro-4-fluorophenylamine With sulfuric acid; acetic acid; sodium nitrite at 20℃; for 4h; Cooling with ice; Stage #2: With potassium iodide at 70℃; for 1h; Cooling with ice;	29.7 g

3,5-dichloro-4-fluorophenylamine (2729-34-2) → tert-butyl N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions

Yield

Multi-step reaction with 6 steps 1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice 1.2: 1 h / 70 °C / Cooling with ice 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice 2.2: 1.83 h / Cooling with ice 3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C 4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C 5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice 6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C View Scheme

Upstream product

• 20098-48-0 3,4,5-trichloronitrobenzen 
• 3107-19-5 3,5-dichloro-4-fluoro-nitrobenzene 

Downstream Products

• 1159735-51-9 [(R)-1-(3,5-dichloro-4-fluoro-phenylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester 
• 1159738-06-3 1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid 
• 2268-05-5 1,3-dichloro-2-fluorobenzene 
• 138526-69-9 3,4,5-trifluoro-1-bromobenzene 
• 122375-82-0 2-bromo-4,5,6-trifluoroaniline 
• 3862-73-5 2,3,4-trifluoroaniline 
• 771-69-7 2,3,4-trifluoronitrobenzene 
• 2995-04-2 3,5-dichloro-4-fluorophenol 
• 1257638-06-4 (R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid {1-[1-(5-iodo-pyrimidin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-amide 
• 1159735-91-7 (R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl chloride 
• 1159735-63-3 (R)-2-(4-cyano-phenyl)-1-(3,5-dichloro-4-fluoro-phenylcarbamoyl)-1-methyl-ethyl-ammonium toluene-4-sulfonate 

Relevant academic research and scientific papers

Preparation method of 3, 4, 5-trifluorobromobenzene

The invention relates to a preparation method of 3, 4, 5-trifluorobromobenzene, belongs to the technical field of chemical synthesis, and solves the problem that a byproduct 3, 4, 5-trichloronitrobenzene generated in a process of preparing 3, 4-dichloronitrobenzene by introducing chlorine into parachloronitrobenzene cannot be effectively utilized. The method comprises the step of preparing 3, 4, 5-trifluorobromobenzene by taking 3, 4, 5-trichloronitrobenzene as a raw material. According to the technical scheme provided by the invention, the utilization rate of raw materials and the efficiencyof the process can be improved, and high-value utilization of byproducts is realized.

Catalytic hydrogenation process of chlorine-containing nitro aromatic compound

The invention discloses a catalytic hydrogenation process of a chlorine-containing nitro aromatic compound. The specific process comprises the following steps: adding a chlorine-containing nitrobenzene, water and an anti-dechlorination agent into a reactor, carrying out mixing by stirring, then adding a catalyst and a self-prepared cocatalyst, introducing nitrogen into the reactor for 5-10 min toreplace air in the reactor, then introducing hydrogen until the pressure is 18-26 kg, carrying out a reaction at 55-75 DEG C for 1-3 hours, carrying out cooling to room temperature after the reactionis finished, and detecting the content of the target product in the obtained product. The process conditions are mild, the effect of the reaction substrate on the catalyst is small, the catalytic activity is high, and the yield of the product is high.

DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-a]IMIDAZOLE-3-CARBOXYLIC ACID AMIDES

Derivatives of 6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid amide exhibit good inhibitory effect upon the interaction of CAMs and Leukointegrins and are thus useful in the treatment of inflammatory disease.

DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-a]IMIDAZOLE-3-CARBOXYLIC ACID AMIDES

Derivatives of 6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid amide exhibit good inhibitory effect upon the interaction of CAMs and Leukointegrins and are thus useful in the treatment of inflammatory disease.

DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-α]IMIDAZOLE-3- CARBOXYLIC ACID AMIDES

Derivatives of 6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carboxylic acid amide exhibit good inhibitory effect upon the interaction of CAMs and Leukointegrins and are thus useful in the treatment of inflammatory disease.