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56-06-4

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  • China Biggest factory Manufacturer Supply High Quality 2,4-Diamino-6-hydroxypyrimidine CAS 56-06-4

    Cas No: 56-06-4

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56-06-4 Usage

Description

2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective, specific inhibitor of GTP cyclohydrolase I, the rate limiting step for de novo pterin synthesis. In HUVEC cells, the IC50 for inhibition of BH4 biosynthesis is about 0.3 mM. DAHP can be used to effectively block NO production in several cell types.

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 56-06-4 differently. You can refer to the following data:
1. 2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective, specific inhibitor of GTP cyclohydrolase I, the rate limiting step for de novo pterin synthesis. In HUVEC cells, the IC50 for inhibition of BH4 biosynthesis is about 0.3 mM. DAHP can be used to effectively block NO production in several cell types.[Cayman Chemical]
2. It stands at the beginning of the enzyme-catalyzed cascade that starts with this seven-carbon carbohydrate and ends with the aromatic amino acids phenylalanine, tyrosine, and tryptophan
3. 2,4-Diamino-6-hydroxypyrimidine (cas# 56-06-4) is a compound useful in organic synthesis.

Purification Methods

It recrystallises from H2O. [Beilstein 25 III/IV 3642.]

Check Digit Verification of cas no

The CAS Registry Mumber 56-06-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 6 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 56-06:
(4*5)+(3*6)+(2*0)+(1*6)=44
44 % 10 = 4
So 56-06-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H6N4O.H2O4S/c5-2-1-3(9)8-4(6)7-2;1-5(2,3)4/h1H,(H5,5,6,7,8,9);(H2,1,2,3,4)

56-06-4 Well-known Company Product Price

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  • Alfa Aesar

  • (B21240)  2,4-Diamino-6-hydroxypyrimidine, 96%   

  • 56-06-4

  • 25g

  • 228.0CNY

  • Detail
  • Alfa Aesar

  • (B21240)  2,4-Diamino-6-hydroxypyrimidine, 96%   

  • 56-06-4

  • 100g

  • 625.0CNY

  • Detail
  • Alfa Aesar

  • (B21240)  2,4-Diamino-6-hydroxypyrimidine, 96%   

  • 56-06-4

  • 500g

  • 2500.0CNY

  • Detail
  • Aldrich

  • (D19206)  2,4-Diamino-6-hydroxypyrimidine  96%

  • 56-06-4

  • D19206-25G

  • 274.95CNY

  • Detail
  • Aldrich

  • (D19206)  2,4-Diamino-6-hydroxypyrimidine  96%

  • 56-06-4

  • D19206-100G

  • 733.59CNY

  • Detail

56-06-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Diamino-6-hydroxypyrimidine

1.2 Other means of identification

Product number -
Other names AURORA KA-376

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:56-06-4 SDS

56-06-4Synthetic route

guanidine nitrate
506-93-4

guanidine nitrate

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
Stage #1: guanidine nitrate; ethyl 2-cyanoacetate With sodium methylate In methanol for 4h; Reflux;
Stage #2: With hydrogenchloride In water pH=9; pH-value;
95%
guanidine nitrate
113-00-8

guanidine nitrate

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
With triethylamine In ethanol for 4h; Reflux;66%
2,4-diamino-5-formyl-6-oxo(1H)-pyrimidine
88075-70-1

2,4-diamino-5-formyl-6-oxo(1H)-pyrimidine

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
With sulfuric acid In methanol for 72h; Ambient temperature;
thiophenol
108-98-5

thiophenol

NU6038
100061-59-4

NU6038

A

Benzyl phenyl sulfide
831-91-4

Benzyl phenyl sulfide

B

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
With triethylamine In methanol at 60℃; Rate constant;
2,4-diamino-6-fluoropyrimidine
696-83-3

2,4-diamino-6-fluoropyrimidine

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 20℃; Rate constant;

A

pyrimidine-4(3H)-one
51953-18-5

pyrimidine-4(3H)-one

B

2,4-diaminopyrimidine
156-81-0

2,4-diaminopyrimidine

C

parabanic acid
120-89-8

parabanic acid

D

isocytosine
108-53-2

isocytosine

E

Cytosine
71-30-7

Cytosine

F

oxalic acid
144-62-7

oxalic acid

G

guanidine nitrate
113-00-8

guanidine nitrate

H

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

I

uracil
66-22-8

uracil

J

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

L

urea
57-13-6

urea

M

glycine
56-40-6

glycine

Conditions
ConditionsYield
With copper(II) choride dihydrate In water at 80℃; for 24h; pH=7.57;A 5.6 mg
B 0.3 mg
C 0.59 mg
D 5 mg
E 0.13 mg
F 0.1 mg
G 1.6 mg
H 0.0018 mg
I 3.8 mg
J 0.3 mg
K 0.01 mg
L 1.7 mg
M 0.76 mg

A

pyrimidine-4(3H)-one
51953-18-5

pyrimidine-4(3H)-one

B

2,4-diaminopyrimidine
156-81-0

2,4-diaminopyrimidine

C

guanidine nitrate
113-00-8

guanidine nitrate

D

uracil
66-22-8

uracil

E

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

F

urea
57-13-6

urea

Conditions
ConditionsYield
With manganese(II) chloride tetrahydrate In water at 80℃; for 24h; pH=7.57;A 0.3 mg
B 0.02 mg
C 0.1 mg
D 0.03 mg
E 0.06 mg
F 0.005 mg
guanidine nitrate
506-93-4

guanidine nitrate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
With sodium methylate

A

pyrimidine-4(3H)-one
51953-18-5

pyrimidine-4(3H)-one

B

guanazole
1455-77-2

guanazole

C

parabanic acid
120-89-8

parabanic acid

D

LACTIC ACID
849585-22-4

LACTIC ACID

E

2-amino-1,9-dihydro-6H-purin-6-one
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

F

Oxalacetic acid
328-42-7

Oxalacetic acid

G

formylglycine
2491-15-8

formylglycine

H

succinic acid
110-15-6

succinic acid

I

Cytosine
71-30-7

Cytosine

J

purine
120-73-0

purine

K

oxalic acid
144-62-7

oxalic acid

L

guanidine nitrate
113-00-8

guanidine nitrate

M

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

N

uracil
66-22-8

uracil

O

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Q

urea
57-13-6

urea

R

glycine
56-40-6

glycine

S

rac-Ala-OH
302-72-7

rac-Ala-OH

T

2,4-diamino-pyrimidine-5-carboxylic acid
18588-61-9

2,4-diamino-pyrimidine-5-carboxylic acid

U

isocytosine

isocytosine

Conditions
ConditionsYield
With ferric sulfate nonahydrate; water at 80℃; for 24h;

B

guanazole
1455-77-2

guanazole

C

LACTIC ACID
849585-22-4

LACTIC ACID

D

Oxalacetic acid
328-42-7

Oxalacetic acid

E

succinic acid
110-15-6

succinic acid

F

purine
120-73-0

purine

G

oxalic acid
144-62-7

oxalic acid

H

uracil
66-22-8

uracil

I

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

J

urea
57-13-6

urea

Conditions
ConditionsYield
With copper(II) chloride tetrahydrate; water at 80℃; for 24h;

A

pyrimidine-4(3H)-one
51953-18-5

pyrimidine-4(3H)-one

B

parabanic acid
120-89-8

parabanic acid

C

2-amino-1,9-dihydro-6H-purin-6-one
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

D

Oxalacetic acid
328-42-7

Oxalacetic acid

E

succinic acid
110-15-6

succinic acid

F

oxalic acid
144-62-7

oxalic acid

G

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

H

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

I

urea
57-13-6

urea

J

2,4-diamino-pyrimidine-5-carboxylic acid
18588-61-9

2,4-diamino-pyrimidine-5-carboxylic acid

K

2,3-diaminomaleonitrile
18514-52-8

2,3-diaminomaleonitrile

Conditions
ConditionsYield
With water; manganese(ll) chloride at 80℃; for 24h;
malonic acid
141-82-2

malonic acid

guanidine nitrate
113-00-8

guanidine nitrate

urea
57-13-6

urea

A

2,4,6-triaminopyrimidine
1004-38-2

2,4,6-triaminopyrimidine

B

2-aminopyrimidine-4,6-diol
4425-67-6

2-aminopyrimidine-4,6-diol

C

BARBITURIC ACID
67-52-7

BARBITURIC ACID

D

2,4,6-triamino-s-triazine
108-78-1

2,4,6-triamino-s-triazine

E

pyrimidine-2,4,5-triamine
3546-50-7

pyrimidine-2,4,5-triamine

F

C4H4N2O3*C4H5N3O2

C4H4N2O3*C4H5N3O2

G

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

H

2-hydroxy-4,6-diaminopyrimidine
31458-45-4

2-hydroxy-4,6-diaminopyrimidine

I

Malonamic acid
2345-56-4

Malonamic acid

Conditions
ConditionsYield
at 65℃; for 120h;
guanidine hydrochloride
50-01-1

guanidine hydrochloride

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 50 - 70℃; under 1500.15 Torr; for 1.5h; Large scale;
4-Cyanophenacyl bromide
20099-89-2

4-Cyanophenacyl bromide

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

4-(2-amino-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzonitrile

4-(2-amino-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzonitrile

Conditions
ConditionsYield
Stage #1: 2,6-diaminopyrimidin-4-ol With sodium acetate In water at 100℃; for 0.333333h;
Stage #2: 4-Cyanophenacyl bromide In methanol at 100℃;
100%
Stage #1: 2,6-diaminopyrimidin-4-ol With sodium acetate In water at 100℃; for 0.333333h;
Stage #2: 4-Cyanophenacyl bromide In methanol; water at 100℃;
100%
potassium thioacyanate
333-20-0

potassium thioacyanate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2,4-diamino-6-hydroxy-5-thiocyanatopyrimidine
22288-75-1

2,4-diamino-6-hydroxy-5-thiocyanatopyrimidine

Conditions
ConditionsYield
Stage #1: potassium thioacyanate; 2,6-diaminopyrimidin-4-ol With acetic acid at 25 - 95℃; Inert atmosphere;
Stage #2: With bromine at 10 - 20℃; for 2h;
100%
o-chlorobenzylidene malononitrile
2698-41-1

o-chlorobenzylidene malononitrile

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2,7-diamino-3,4-dihydro-4-oxo-5-(2-chlorophenyl)pyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-3,4-dihydro-4-oxo-5-(2-chlorophenyl)pyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 5h;99%
2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

5-bromo-2,4-diamino-6-hydroxypyrimidine
6312-72-7

5-bromo-2,4-diamino-6-hydroxypyrimidine

Conditions
ConditionsYield
With bromine; sodium hydrogencarbonate In methanol; water 2 h stirring, then standing overnight;97%
With N-Bromosuccinimide; montmorillonite K-10; tetrabutylammomium bromide for 0.0416667h; microwave irradiation;92%
2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2,4-diamino-5-nitroso-6-hydroxypyrimidine
2387-48-6

2,4-diamino-5-nitroso-6-hydroxypyrimidine

Conditions
ConditionsYield
With acetic acid; sodium nitrite In water at 80℃;97%
With acetic acid; sodium nitrite In water97%
2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2,4-diamino-5-nitro-6-hydroxypyrimidine
3346-23-4

2,4-diamino-5-nitro-6-hydroxypyrimidine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 30 - 35℃; for 2h;96.4%
With sodium nitrite In water at 0 - 5℃; under 750.075 Torr; for 0.5h; Large scale;
2-hydroxymethylene-1-tetralone sodium salt
138911-94-1

2-hydroxymethylene-1-tetralone sodium salt

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

10-amino-8-oxo-9H-5,6-dihydrobenzopyrimido<5,4-b>quinoline

10-amino-8-oxo-9H-5,6-dihydrobenzopyrimido<5,4-b>quinoline

Conditions
ConditionsYield
With phosphoric acid at 100℃; for 90h;95%
2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

2-amino-5-methyl-9H-pyrimido[4,5-b]indole-4,6,7-triol

2-amino-5-methyl-9H-pyrimido[4,5-b]indole-4,6,7-triol

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=7; Electrolysis; Green chemistry;95%
3-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione
959934-74-8

3-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

8-(6-acetyl-2-amino-4-hydroxy-7-methyl-5,8-dihydropyrido[2,3-d]-pyrimidin-5-yl)-2-methyl-4H-chromen-4-one
959934-79-3

8-(6-acetyl-2-amino-4-hydroxy-7-methyl-5,8-dihydropyrido[2,3-d]-pyrimidin-5-yl)-2-methyl-4H-chromen-4-one

Conditions
ConditionsYield
In isopropyl alcohol for 48h; Reflux; Inert atmosphere;94%
2,6-difluorobenzaldehyde
437-81-0

2,6-difluorobenzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(2,6-difluorophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(2,6-difluorophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.133333h;94%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2-amino-9H-pyrimido[4,5-b]indole-4,6,7-triol

2-amino-9H-pyrimido[4,5-b]indole-4,6,7-triol

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=7; Electrolysis; Green chemistry;93%
3,4 difluorobenzaldehyde
34036-07-2

3,4 difluorobenzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(3,4-difluorophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(3,4-difluorophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.216667h;92%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(4-bromophenyl)-3,4,5,8-tetrahydro-4-oxopyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(4-bromophenyl)-3,4,5,8-tetrahydro-4-oxopyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.183333h;92%
europium(III) nitrate hydrate

europium(III) nitrate hydrate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Eu((NH2)2C4N2H2O)2(H2O)3(NO3)2(1+)*NO3(1-)=Eu((NH2)2C4N2H2O)2(H2O)3(NO3)3
857036-63-6

Eu((NH2)2C4N2H2O)2(H2O)3(NO3)2(1+)*NO3(1-)=Eu((NH2)2C4N2H2O)2(H2O)3(NO3)3

Conditions
ConditionsYield
In methanol pyrimidine-compound was added to methanol, then hydrated Eu(NO3)3 was added, the soln. was stirred for 24 h; slow evapd.; elem. anal.;91%
3-methocycatechol
934-00-9

3-methocycatechol

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2-amino-5-methoxy-9H-pyrimido[4,5-b]indole-4,6,7-triol

2-amino-5-methoxy-9H-pyrimido[4,5-b]indole-4,6,7-triol

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=7; Electrolysis; Green chemistry;91%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(4-chlorophenyl)-3,4,5,8-tetrahydro-4-oxopyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(4-chlorophenyl)-3,4,5,8-tetrahydro-4-oxopyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.166667h;91%
4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(4-cyanophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(4-cyanophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.216667h;91%
terbium(III) chloride hydrate

terbium(III) chloride hydrate

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

Tb((NH2)2C4N2H2O)2(H2O)6(3+)*3Cl(1-)=Tb((NH2)2C4N2H2O)2(H2O)6Cl3

Tb((NH2)2C4N2H2O)2(H2O)6(3+)*3Cl(1-)=Tb((NH2)2C4N2H2O)2(H2O)6Cl3

Conditions
ConditionsYield
In methanol pyrimidine-compound was added to methanol, then hydrated TbCl3 was added, the soln. was stirred for 24 h; slow evapd.; elem. anal.;90.4%
4-Nitrobenzylidenemalononitrile
2700-23-4

4-Nitrobenzylidenemalononitrile

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

2,7-diamino-3,4-dihydro-4-oxo-5-(4-nitrophenyl)pyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-3,4-dihydro-4-oxo-5-(4-nitrophenyl)pyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 6h;90%
benzaldehyde
100-52-7

benzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-4-oxo-5-phenyl-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-4-oxo-5-phenyl-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.3h;90%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(3-bromophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(3-bromophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.2h;90%
2,6-dichlorobenzaldehyde
83-38-5

2,6-dichlorobenzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(2,6-dichlorophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(2,6-dichlorophenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.2h;90%
C12H13NO4

C12H13NO4

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

C16H19N5O5

C16H19N5O5

Conditions
ConditionsYield
In water; ethyl acetate at 50℃; for 24h;90%
n-hexanoic anhydride
2051-49-2

n-hexanoic anhydride

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

N,N'-(6-hydroxypyrimidine-2,4-diyl)dihexanamide
1402591-91-6

N,N'-(6-hydroxypyrimidine-2,4-diyl)dihexanamide

Conditions
ConditionsYield
for 4h; Reflux;89%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(2-chlorophenyl)-3,4,5,8-tetrahydro-4-oxopyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(2-chlorophenyl)-3,4,5,8-tetrahydro-4-oxopyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.233333h;89%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(3-nitrophenyl)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(3-nitrophenyl)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.266667h;89%
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

malononitrile
109-77-3

malononitrile

2,7-diamino-5-(3-ethoxy-4-hydroxyphenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

2,7-diamino-5-(3-ethoxy-4-hydroxyphenyl)-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With silica-coated iron oxide nanomagnetic particles-bonded S-sulfonic acid In neat (no solvent) at 100℃; for 0.333333h;89%
2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

(4RS)-4-ethyl-7,8-dihydro-4-hydroxy-7-dimethylaminomethylene-1H-pyrano<3,4-f>indolizine-3,6,10(4H)-trione
154597-38-3

(4RS)-4-ethyl-7,8-dihydro-4-hydroxy-7-dimethylaminomethylene-1H-pyrano<3,4-f>indolizine-3,6,10(4H)-trione

(4RS)-8-amino-4-ethyl-4-hydroxy-1H-pyrano<3'',4'':6',7'>indolizino<2',1':5,6>pyrido<2,3-d>pyrimidine-3,10,14(4H,9H,12H)-trione

(4RS)-8-amino-4-ethyl-4-hydroxy-1H-pyrano<3'',4'':6',7'>indolizino<2',1':5,6>pyrido<2,3-d>pyrimidine-3,10,14(4H,9H,12H)-trione

Conditions
ConditionsYield
In acetic acid for 20h; Heating;88%
3-(4-chlorophenyl)-1-phenylprop-2-en-1-one
956-04-7

3-(4-chlorophenyl)-1-phenylprop-2-en-1-one

2,6-diaminopyrimidin-4-ol
56-06-4

2,6-diaminopyrimidin-4-ol

5-(4-chlorophenyl)-7-phenyl-4-oxo-5,8-dihydropyrido<2,3-d>pyrimidine

5-(4-chlorophenyl)-7-phenyl-4-oxo-5,8-dihydropyrido<2,3-d>pyrimidine

Conditions
ConditionsYield
With aluminum oxide; potassium fluoride In ethanol at 80℃; for 0.666667h;88%

56-06-4Relevant articles and documents

Method for preparing folic acid by virtue of micro-channel reaction (by machine translation)

-

Paragraph 0053-0056, (2020/12/14)

The invention belongs to the technical field of chemical synthesis of drugs, and relates to a synthesis method for preparing folic acid through a microchannel reactor. An intermediate 6 is prepared from cyanoethyl acetate as a raw material by one-step continuous operation, and the folic acid bulk drug is prepared through one-step reaction of the intermediate 6 and L - glutamate. The synthesis method uses the microchannel reactor to prepare the folic acid intermediate 2,triamino -4 - hydroxypyrimidine and folic acid, is safe and environment-friendly, and ensures the tasteless system. The method guarantees that the operation is simple and feasible, the solvent consumption is greatly reduced, 2,triamino -4 - hydroxyl pyrimidine yield and purity are obviously improved. (by machine translation)

Design, synthesis and biological evaluation of pyrimidine-based derivatives as antitumor agents

AlHazmi, Hassan A.,Albratty, Mohammed M.,El-Sharkawy, Karam A.

, p. 227 - 238 (2020/10/06)

In this paper we made a contentious effort to afford heterocyclic compounds with interesting biological activities. The reaction of guanidine with either activated methylene groups, arylhydrazono derivatives, dicyanopropene derivatives, malononitrile dimer or arylhydarazononitrile derivatives afforded diaminopyrimidine derivatives, aryldiazenyl pyrimidine derivatives, fused pyridopyrimidne derivatives and pyrimidopyridazine derivatives respectively. Also the reaction of guanidine with phenylhydrazono carbonyl compounds produced phenyldiazenyl pyrimidine derivatives. The latter products were directed toward the reaction with either acetic anhydride or ethylcyanoacetate to form acetamidopyrimidine derivatives and cyanoacetamidopyrimidine derivatives respectively. The latter products underwent cyclization via reaction with either activated methylene groups or activated methylene carbonyl compounds afforded pyridopyrimidne derivatives. The structures of the newly synthesized compounds were established using IR, 1H NMR, 13C NMR and mass spectrometry and their antitumor activity was investigated. Some of these compounds showed promising inhibitory effects on the three different cell lines.

Method for synthesizing 2,4-diamino-6-chloropyrimidine

-

Paragraph 0032; 0033; 0034; 0035, (2018/04/21)

The invention discloses a method for synthesizing 2,4-diamino-6-chloropyrimidine. According to the method, methyl cyanoacetate, guanidine nitrate and sodium methoxide serve as raw materials to react with one another to obtain 2,4-diamino-6-hydroxypyrimidine, and then 2,4-diamino-6-hydroxypyrimidine is chloridized with POCl3 in the presence of triethylamine to obtain 2,4-diamino-6-chloropyrimidine.Compared with the prior art, the situation that the whole reactant is neutralized to generate and precipitate a large amount of phosphate is avoided, the product purity is improved, the product yieldis increased, the situation that a solvent is used for refining DACP is avoided, the process is greatly simplified, the cost is reduced, the yield is increased, and the method has the advantages of being high in yield, easy to operate and high in safety and is a very effective process suitable for industrialized mass production.

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