Product Name

  • Name

    2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

  • EINECS 433-170-3
  • CAS No. 56830-58-1
  • Article Data2
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point >300 °C
  • Formula C4H6N4O2.HCl
  • Boiling Point 490 °C at 760 mmHg
  • Molecular Weight 178.578
  • Flash Point 250.1 °C
  • Transport Information
  • Appearance orange-pink powder
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 56830-58-1 (2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms 2,5-Diamino-2,6-dihydroxypyridine hydrochloride;2,5-Diamino-4,6-dihydroxy pyrimidine HCl. (DADHP HCl );2,5-Diamino-4,6-Dihydroxypyrimidine HCl;
  • PSA 118.02000
  • LogP 0.60430

Synthetic route

5-acetylamino-2-aminopyrimidine-4,6-diol

5-acetylamino-2-aminopyrimidine-4,6-diol

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 270℃; for 2h; Inert atmosphere;49%
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

methyl 4-(2-bromoacetyl)benzoate
56893-25-5

methyl 4-(2-bromoacetyl)benzoate

4-(2-Amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-yl)-benzoic acid methyl ester
85828-45-1

4-(2-Amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-yl)-benzoic acid methyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol for 2h; Heating;94%
3-(3-Methoxy-phenyl)-propionic acid
10516-71-9

3-(3-Methoxy-phenyl)-propionic acid

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-3-(3-methoxyphenyl)propanamide
1245319-69-0

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-3-(3-methoxyphenyl)propanamide

Conditions
ConditionsYield
Stage #1: 3-(3-Methoxy-phenyl)-propionic acid With thionyl chloride for 1h; Reflux;
Stage #2: 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; for 1h;
87%
Stage #1: 3-(3-Methoxy-phenyl)-propionic acid With thionyl chloride for 1h; Reflux;
Stage #2: 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 1h;
87%
3-(3-methoxyphenyl)propanoyl chloride
40478-49-7

3-(3-methoxyphenyl)propanoyl chloride

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-3-(3-methoxyphenyl)propanamide
1245319-69-0

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-3-(3-methoxyphenyl)propanamide

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; for 1h;87%
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2,5-diamino-4,6-dichloropyrimidine
55583-59-0

2,5-diamino-4,6-dichloropyrimidine

Conditions
ConditionsYield
Stage #1: 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride With tetramethlyammonium chloride; trichlorophosphate In 1,2,3-trichloropropane at 115℃; for 24h;
Stage #2: With sodium hydroxide In 1,2,3-trichloropropane; water at 50 - 60℃; for 0.5h; pH=6.5 - 7.0;
65%
With tetraethylammonium chloride; trichlorophosphate at 105℃; for 20h;64%
With tetraethylammonium chloride; trichlorophosphate at 105℃; for 20h;64%
N-ethyl-N-methyl piperidinium chloride
40215-83-6

N-ethyl-N-methyl piperidinium chloride

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2,5-diamino-4,6-dichloropyrimidine
55583-59-0

2,5-diamino-4,6-dichloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate65%
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

4-(3-Bromo-2-oxo-propyl)-benzoic acid methyl ester
85828-56-4

4-(3-Bromo-2-oxo-propyl)-benzoic acid methyl ester

2-amino-4-hydroxy-6-(p-carbomethoxybenzyl)-7,8-dihydro-8-oxapteridine
85828-57-5

2-amino-4-hydroxy-6-(p-carbomethoxybenzyl)-7,8-dihydro-8-oxapteridine

Conditions
ConditionsYield
With magnesium oxide In methanol for 4h; Heating;50%
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

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

N,N-dimethyl-formamide

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide
171887-03-9

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 50℃; for 0.75h;
Stage #2: 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride at 70 - 90℃; for 17.45 - 20.45h;
Stage #3: With sodium hydroxide; water at 20 - 97℃; for 4 - 8h; pH=0.5 - 4.0; Product distribution / selectivity;
37.4%
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

diethyl N--L-glutamate
85828-53-1

diethyl N--L-glutamate

diethyl N-<<(2-amino-4-hydroxy-7,8-dihydro-8-oxa-6-pteridinyl)methyl>benzoyl>-L-glutamate
85828-54-2

diethyl N-<<(2-amino-4-hydroxy-7,8-dihydro-8-oxa-6-pteridinyl)methyl>benzoyl>-L-glutamate

Conditions
ConditionsYield
With magnesium oxide In methanol for 3h; Heating;30%
1-chloro-3-phenylpropan-2-one
937-38-2

1-chloro-3-phenylpropan-2-one

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2-amino-6-benzyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one
70080-71-6

2-amino-6-benzyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol Heating;
1-chloro-2-heptanone
41055-92-9

1-chloro-2-heptanone

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2-amino-6-pentyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one
70080-74-9

2-amino-6-pentyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol Heating;
ethyl Bromopyruvate
70-23-5

ethyl Bromopyruvate

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2-amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazine-6-carboxylic acid ethyl ester
73217-09-1

2-amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazine-6-carboxylic acid ethyl ester

Conditions
ConditionsYield
In ethanol Heating;
ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

(2-amino-4-oxo-3,5-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-ylidene)-acetic acid ethyl ester
73217-06-8

(2-amino-4-oxo-3,5-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-ylidene)-acetic acid ethyl ester

Conditions
ConditionsYield
In ethanol Heating;
1-chloro-5-phenyl-pentan-2-one
58009-85-1

1-chloro-5-phenyl-pentan-2-one

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2-amino-6-(3-phenyl-propyl)-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one
70080-72-7

2-amino-6-(3-phenyl-propyl)-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol Heating;
1-chloro-4-phenylbutan-2-one
20845-80-1

1-chloro-4-phenylbutan-2-one

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2-amino-6-phenethyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one
70080-77-2

2-amino-6-phenethyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol Heating;
1-chloro-6-phenyl-hexan-2-one
70080-70-5

1-chloro-6-phenyl-hexan-2-one

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2-amino-6-(4-phenyl-butyl)-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one
70080-73-8

2-amino-6-(4-phenyl-butyl)-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol Heating;
4,6-Dichloro-2,5-bis-[(dimethylamino)methyleneamino]pyrimidine

4,6-Dichloro-2,5-bis-[(dimethylamino)methyleneamino]pyrimidine

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide
171887-03-9

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

Conditions
ConditionsYield
With sodium hydroxide; phosphoric acid; trichlorophosphate In N-methyl-acetamide; water; toluene
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide
171887-03-9

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

Conditions
ConditionsYield
With sodium hydroxide; trichlorophosphate In N-methyl-acetamide; water
With sodium hydroxide; trichlorophosphate In N-methyl-acetamide; water
triethylmethylammonium chloride
10052-47-8

triethylmethylammonium chloride

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2,5-diamino-4,6-dichloropyrimidine
55583-59-0

2,5-diamino-4,6-dichloropyrimidine

Conditions
ConditionsYield
With sodium hydroxide; trichlorophosphate In ethyl acetate; acetonitrile
1,2,3-trichloropropane
96-18-4

1,2,3-trichloropropane

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

2,5-diamino-4,6-dichloropyrimidine
55583-59-0

2,5-diamino-4,6-dichloropyrimidine

Conditions
ConditionsYield
With sodium hydroxide; tetramethlyammonium chloride; trichlorophosphate In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; hexane
3-(2-thienyl)-propanoic acid chloride
5834-04-8

3-(2-thienyl)-propanoic acid chloride

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride
56830-58-1

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-3-thiophen-2-yl-propionamide
1245318-71-1

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-3-thiophen-2-yl-propionamide

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 18h;
With sodium hydroxide In water
With sodium hydroxide In water at 20℃; for 18h;1.25 g

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride Chemical Properties

Molecular Structure of 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (CAS NO.56830-58-1):

Molecular Formula: C4H7ClN4O2
Molecular Weight: 178.58
EINECS: 433-170-3
ACD/LogP: -2.65
of Rule of 5 Violations: 1
ACD/LogD (pH 5.5): -3.82
ACD/LogD (pH 7.4): -4.94
ACD/BCF (pH 5.5): 1
ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 1
ACD/KOC (pH 7.4): 1
H bond acceptors: 6
H bond donors: 6
Freely Rotating Bonds: 2
Polar Surface Area: 48.38 Å2
Flash Point: 250.1 °C
Enthalpy of Vaporization: 78.51 kJ/mol
Boiling Point: 490 °C at 760 mmHg
Vapour Pressure: 3.18E-10 mmHg at 25°C
Product Categories: APIs & Intermediate; Pyrimidine; Amines

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride Safety Profile

Hazard Codes:  Xi
Risk Statements information:
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements information:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39:  Wear suitable gloves and eye/face protection 

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride Specification

 2,5-Diamino-4,6-Dihydroxypyrimidine hydrochloride (CAS NO.56830-58-1) is also named as 2,5-Dibromo-4-picoline ; 2,5-Dibromo-4-methylpyridine ; 2,5-diamino-6-hydroxy-3h-pyrimidin-4-one hydrochloride ; 2,5-Diamino-2,6-dihydroxypyridine hydrochloride and so on. It is usually a white crystalline, commonly used as organic reagents, pharmaceutical intermediates and so on.

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