Product Name

  • Name

    4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE

  • EINECS 224-341-1
  • CAS No. 4316-98-7
  • Article Data25
  • CAS DataBase
  • Density 1.565 g/cm3
  • Solubility
  • Melting Point 252 °C (decomp)
  • Formula C4H5ClN4
  • Boiling Point 336.7 °C at 760 mmHg
  • Molecular Weight 144.564
  • Flash Point 157.4 °C
  • Transport Information
  • Appearance
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 4316-98-7 (4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE)
  • Hazard Symbols
  • Synonyms Pyrimidine,4,5-diamino-6-chloro- (6CI,7CI,8CI);4,5-Diamino-6-chloropyrimidine;4-Chloropyrimidine-5,6-diamine;5,6-Diamino-4-chloropyrimidine;NSC 36907;
  • PSA 77.82000
  • LogP 1.45680

Synthetic route

5-amino-4,6-dichloropyridimine
5413-85-4

5-amino-4,6-dichloropyridimine

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

Conditions
ConditionsYield
With ammonia In water at 100℃; for 46h;97%
With ammonia at 100℃; for 46h;97%
With ammonia In water at 100℃; for 46h;97%
6-chloro-5-nitropyrimidin-4-amine
4316-94-3

6-chloro-5-nitropyrimidin-4-amine

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

Conditions
ConditionsYield
With tin(ll) chloride In ethanol for 1h; Heating;67%
With methanol; nickel Hydrogenation;
With water; zinc
With water; iron; hydrogenchloride In ethanol at 85℃; Industry scale;
4,5-diamino-6-hydroxypyrimidine
1672-50-0

4,5-diamino-6-hydroxypyrimidine

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

Conditions
ConditionsYield
With N,N-dimethyl-aniline; trichlorophosphate for 4h; Heating / reflux;15%
9-(1-Ethoxyethyl-1)-6-chloropurine
33441-77-9

9-(1-Ethoxyethyl-1)-6-chloropurine

A

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

B

9-(1-ethoxyethyl)hypoxanthine

9-(1-ethoxyethyl)hypoxanthine

Conditions
ConditionsYield
With sodium hydroxide In water at 50.1℃; Product distribution; Rate constant; other temperatures; alkalyne hydrolysis of 6-substituted 9-(1-ethoxyethyl)purines, effect of substituent, formation of intermediates;
(2R,3S,4S)-5-[(Z)-5-Amino-6-chloro-pyrimidin-4-ylimino]-pentane-1,2,3,4-tetraol

(2R,3S,4S)-5-[(Z)-5-Amino-6-chloro-pyrimidin-4-ylimino]-pentane-1,2,3,4-tetraol

A

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

B

D-ribose
50-69-1

D-ribose

Conditions
ConditionsYield
With sodium hydroxide at 50.1℃; Mechanism; Rate constant; hydroxide concentration influence;
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

6-iodopyrimidine-4,5-diamine
655255-14-4

6-iodopyrimidine-4,5-diamine

Conditions
ConditionsYield
With hydrogen iodide In water at 0 - 20℃; for 24.5h;98%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

6-chloro-7H-purin-8(9H)-one
37527-48-3

6-chloro-7H-purin-8(9H)-one

Conditions
ConditionsYield
In 1,4-dioxane for 0.833333h; Reflux; Inert atmosphere;96%
In 1,4-dioxane for 48h; Heating / reflux;86%
In 1,4-dioxane for 48h; Heating / reflux;86%
In 1,4-dioxane for 48h; Heating / reflux;86%
In 1,4-dioxane for 48h; Heating / reflux;
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

benzoic acid
65-85-0

benzoic acid

6-chloro-8-phenyl-9H-purine

6-chloro-8-phenyl-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Reagent/catalyst; Solvent; Temperature; Green chemistry;94%
With ammonium chloride; trichlorophosphate at 100℃; for 18h;69%
With ammonium chloride; trichlorophosphate at 100℃; for 24h;
formic acid
64-18-6

formic acid

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

N-(5-amino-6-chloropyrimidin-4-yl)formamide
7501-32-8

N-(5-amino-6-chloropyrimidin-4-yl)formamide

Conditions
ConditionsYield
With acetic anhydride at 70℃; for 72h; Inert atmosphere;94%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

9-Anthracenecarboxylic acid
723-62-6

9-Anthracenecarboxylic acid

6-chloro-8-(anthracen-9-yl)-9H-purine

6-chloro-8-(anthracen-9-yl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;94%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

6-chloro-8-(4-bromophenyl)-9H-purine

6-chloro-8-(4-bromophenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;93%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

6-chloro-8-(4-hydroxyphenyl)-9H-purine

6-chloro-8-(4-hydroxyphenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;93%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

6-chloro-8-(2,5-dihydroxyphenyl)-9H-purine

6-chloro-8-(2,5-dihydroxyphenyl)-9H-purine

Conditions
ConditionsYield
In ethanol at 20℃; for 1h; Green chemistry;92%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

4-trifluoromethylbenzoic acid
455-24-3

4-trifluoromethylbenzoic acid

6-chloro-8-(4-(trifluoromethyl)phenyl)-9H-purine

6-chloro-8-(4-(trifluoromethyl)phenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;91%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

6-chloro-8-(2-bromophenyl)-9H-purine

6-chloro-8-(2-bromophenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;91%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

6-chloro-8-(2-chlorophenyl)-9H-purine

6-chloro-8-(2-chlorophenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;90%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

6-chloro-8-(3,4-dihydroxyphenyl)-9H-purine

6-chloro-8-(3,4-dihydroxyphenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;90%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

benzaldehyde
100-52-7

benzaldehyde

8-phenyl-1,7-dihydro-purine-6-thione
3298-76-8

8-phenyl-1,7-dihydro-purine-6-thione

Conditions
ConditionsYield
With sulfur In N,N-dimethyl-formamide at 90 - 100℃;89%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

6-chloro-8-(4-methoxyphenyl)-9H-purine

6-chloro-8-(4-methoxyphenyl)-9H-purine

Conditions
ConditionsYield
With Ag/SiO2 catalyst In ethanol at 20℃; for 1h; Green chemistry;89%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

6-chloro-8-(o-tolyl)-7H-purine

6-chloro-8-(o-tolyl)-7H-purine

Conditions
ConditionsYield
With ammonium chloride; trichlorophosphate at 110℃;88.4%
With ammonium chloride; trichlorophosphate at 110℃;88.4%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

Cyclobutanecarboxylic acid
3721-95-7

Cyclobutanecarboxylic acid

6-chloro-8-cyclobutyl-9H-purine

6-chloro-8-cyclobutyl-9H-purine

Conditions
ConditionsYield
With ammonium chloride; trichlorophosphate at 110℃; for 16h;86%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

1-naphthalenecarboxylic acid
86-55-5

1-naphthalenecarboxylic acid

6-chloro-8-(1-naphthyl)-9H-purine
1007125-12-3

6-chloro-8-(1-naphthyl)-9H-purine

Conditions
ConditionsYield
Stage #1: 6-chloro-4,5-diaminopyrimidine; 1-naphthalenecarboxylic acid With trichlorophosphate at 110℃; for 5.5h;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water		80%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

N'-(4-amino-6-chloropyrimidin-5-yl)-N,N-dimethylacetamidine

N'-(4-amino-6-chloropyrimidin-5-yl)-N,N-dimethylacetamidine

Conditions
ConditionsYield
Stage #1: 6-chloro-4,5-diaminopyrimidine; N,N-dimethyl acetamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With trichlorophosphate at 25℃; for 2h;		80%
Stage #1: 6-chloro-4,5-diaminopyrimidine; N,N-dimethyl acetamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With trichlorophosphate at 20℃; for 2h;		80%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

4-amino-phenol
123-30-8

4-amino-phenol

(E)-8-styryl-N-(4-hydroxyphenyl)-9H-purin-6-amine

(E)-8-styryl-N-(4-hydroxyphenyl)-9H-purin-6-amine

Conditions
ConditionsYield
Stage #1: 6-chloro-4,5-diaminopyrimidine; (E)-3-phenylacrylic acid With ammonium chloride; trichlorophosphate for 24h; Reflux;
Stage #2: 4-amino-phenol With hydrogenchloride In isopropyl alcohol Reflux;		79.2%
...Expand
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

3,4-dimethoxy-trans-cinnamic acid
14737-89-4

3,4-dimethoxy-trans-cinnamic acid

(E)-6-chloro-8-(3,4-dimethoxystyryl)-9H-purine

(E)-6-chloro-8-(3,4-dimethoxystyryl)-9H-purine

Conditions
ConditionsYield
With ammonium chloride; trichlorophosphate for 24h; Reflux;78.5%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

salicylaldehyde
90-02-8

salicylaldehyde

5-Oxa-2,4,11-triaza-dibenzo[a,d]cyclohepten-1-ylamine
84762-59-4

5-Oxa-2,4,11-triaza-dibenzo[a,d]cyclohepten-1-ylamine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h;78%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

6-chloro-7H-purin-8(9H)-one
37527-48-3

6-chloro-7H-purin-8(9H)-one

Conditions
ConditionsYield
In acetonitrile for 16h; Heating / reflux;78%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

methyl 2,2,2-trimethoxyacetate
18370-95-1

methyl 2,2,2-trimethoxyacetate

4-chloro-6-methoxypteridin-7(8H)-one
1365604-90-5

4-chloro-6-methoxypteridin-7(8H)-one

Conditions
ConditionsYield
camphor-10-sulfonic acid In acetonitrile for 16h; Reflux;76%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

o-toluidine
95-53-4

o-toluidine

(E)-8-styryl-N-(o-tolyl)-9H-purin-6-amine

(E)-8-styryl-N-(o-tolyl)-9H-purin-6-amine

Conditions
ConditionsYield
Stage #1: 6-chloro-4,5-diaminopyrimidine; (E)-3-phenylacrylic acid With ammonium chloride; trichlorophosphate for 24h; Reflux;
Stage #2: o-toluidine With hydrogenchloride In isopropyl alcohol Reflux;		72.3%
...Expand
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

dimethylglyoxal
431-03-8

dimethylglyoxal

6,7-dimethyl-4-hydroxypteridine
14684-54-9

6,7-dimethyl-4-hydroxypteridine

Conditions
ConditionsYield
In methanol; toluene for 1h; Reflux;72%
In methanol; toluene for 1h; Reflux;72%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

6-hydroxy-8-trifluoromethyl purine

6-hydroxy-8-trifluoromethyl purine

Conditions
ConditionsYield
at 70℃; for 16h;61%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N'-(4-amino-6-chloropyrimidin-5-yl)-N,N-dimethylformamidine

N'-(4-amino-6-chloropyrimidin-5-yl)-N,N-dimethylformamidine

Conditions
ConditionsYield
Stage #1: 6-chloro-4,5-diaminopyrimidine; N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With trichlorophosphate at 25℃; for 2h;		60%
Stage #1: 6-chloro-4,5-diaminopyrimidine; N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With trichlorophosphate at 20℃; for 2h;		60%
6-chloro-4,5-diaminopyrimidine
4316-98-7

6-chloro-4,5-diaminopyrimidine

isopropyl alcohol
67-63-0

isopropyl alcohol

7-isopropoxy-3H-1,2,3-triazolo[4,5-d]pyrimidine

7-isopropoxy-3H-1,2,3-triazolo[4,5-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 6-chloro-4,5-diaminopyrimidine With n-Amyl nitrite In 1,4-dioxane at 80 - 90℃; for 0.5h;
Stage #2: isopropyl alcohol With sodium at 80℃; for 0.5h;		55%

6-Chloropyrimidine-4,5-diamine Specification

The 6-Chloropyrimidine-4,5-diamine is an organic compound with the formula C4H5ClN4. The IUPAC name of this chemical is 6-chloropyrimidine-4,5-diamine. With the CAS registry number 4316-98-7, it is also named as 4,5-pyrimidinediamine, 6-chloro-. The product's category is Pyrimidine.

Physical properties about 6-Chloropyrimidine-4,5-diamine are: (1)ACD/LogP: 0.33; (2)ACD/LogD (pH 5.5): 0.33; (3)ACD/LogD (pH 7.4): 0.33; (4)ACD/BCF (pH 5.5): 1.05; (5)ACD/BCF (pH 7.4): 1.05; (6)ACD/KOC (pH 5.5): 36.01; (7)ACD/KOC (pH 7.4): 36.04; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 32.26 Å2; (12)Index of Refraction: 1.702; (13)Molar Refractivity: 35.8 cm3; (14)Molar Volume: 92.3 cm3; (15)Polarizability: 14.19×10-24cm3; (16)Surface Tension: 88.1 dyne/cm; (17)Density: 1.564 g/cm3; (18)Flash Point: 157.4 °C; (19)Enthalpy of Vaporization: 57.99 kJ/mol; (20)Boiling Point: 336.7 °C at 760 mmHg; (21)Vapour Pressure: 0.00011 mmHg at 25°C.

Preparation: this chemical can be prepared by 6-chloro-5-nitro-pyrimidin-4-ylamine. This reaction will need SnCl2*2H2O and solvent ethanol. The reaction time is 1 hour by heating. The yield is about 67%.



Uses of 6-Chloropyrimidine-4,5-diamine: it can be used to produce 5-oxa-2,4,11-triaza-dibenzo[a,d]cyclohepten-1-ylamine at temperature of 110 - 120 °C. It will need reagent NaH and solvent dimethylformamide with reaction time of 4 hours. The yield is about 78%.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ncnc(N)c1N
(2)InChI: InChI=1/C4H5ClN4/c5-3-2(6)4(7)9-1-8-3/h1H,6H2,(H2,7,8,9)
(3)InChIKey: VNSFICAUILKARD-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C4H5ClN4/c5-3-2(6)4(7)9-1-8-3/h1H,6H2,(H2,7,8,9)
(5)Std. InChIKey: VNSFICAUILKARD-UHFFFAOYSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View