Product Name

  • Name

    5-ethoxymethyl-2-methylpyrimidin-4-ylamine

  • EINECS
  • CAS No. 73-66-5
  • Article Data15
  • CAS DataBase
  • Density 1.113g/cm3
  • Solubility
  • Melting Point
  • Formula C8H13 N3 O
  • Boiling Point 276.4°C at 760 mmHg
  • Molecular Weight 167.211
  • Flash Point 121°C
  • Transport Information
  • Appearance
  • Safety A poison by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 73-66-5 (5-ethoxymethyl-2-methylpyrimidin-4-ylamine)
  • Hazard Symbols
  • Synonyms Pyrimidine,4-amino-5-(ethoxymethyl)-2-methyl- (6CI,7CI,8CI);2-Methyl-4-amino-5-(ethoxymethyl)pyrimidine; 2-Methyl-5-(ethoxymethyl)-6-aminopyrimidine;4-Amino-2-methyl-5-(ethoxymethyl)pyrimidine;4-Amino-5-(ethoxymethyl)-2-methylpyrimidine; NSC 41790
  • PSA 61.03000
  • LogP 1.48490

Synthetic route

2-methyl-5-ethoxymethyl-6-chloropyrimidine
749835-80-1

2-methyl-5-ethoxymethyl-6-chloropyrimidine

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
With ammonia In methanol at 140℃; for 4.5h; Autoclave;82%
With ethanol; ammonia at 140℃;
ethyl nitrite
109-95-5

ethyl nitrite

5-(aminomethyl)-2-methylpyrimidin-4-amine dihydrochloride
874-43-1, 1195-07-9, 25449-06-3

5-(aminomethyl)-2-methylpyrimidin-4-amine dihydrochloride

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
With ethanol at 90 - 100℃;
ethanol
64-17-5

ethanol

2-ethoxymethyl-3c-methoxy-acrylonitrile
3699-10-3

2-ethoxymethyl-3c-methoxy-acrylonitrile

acetamidine hydrochloride
124-42-5

acetamidine hydrochloride

sodium ethanolate
141-52-6

sodium ethanolate

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

2-ethoxymethyl-3c-methoxy-acrylonitrile
3699-10-3

2-ethoxymethyl-3c-methoxy-acrylonitrile

acetamidine
143-37-3

acetamidine

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
With ethanol
3c-ethoxy-2-ethoxymethyl-acrylonitrile
3699-12-5

3c-ethoxy-2-ethoxymethyl-acrylonitrile

acetamidine
143-37-3

acetamidine

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
With ethanol
3-acetoxy-2-ethoxymethyl-acrylonitrile

3-acetoxy-2-ethoxymethyl-acrylonitrile

acetamidine
143-37-3

acetamidine

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
With ethanol; benzene
ethanol
64-17-5

ethanol

3-acetoxy-2-ethoxymethyl-acrylonitrile

3-acetoxy-2-ethoxymethyl-acrylonitrile

acetamidine
143-37-3

acetamidine

benzene
71-43-2

benzene

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
Erwaermen des Reaktionsprodukts mit 10prozentig.KOH;
Erwaermen des Reaktionsprodukts mit 10prozentig.KOH;Geschwindigkeit;
3-t-butoxypropanenitrile
99764-73-5

3-t-butoxypropanenitrile

acetamidine hydrochloride
124-42-5

acetamidine hydrochloride

formic acid ethyl ester
109-94-4

formic acid ethyl ester

A

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

B

2-methyl-4-amino-5-tert-butoxymethylpyrimidine
127556-60-9

2-methyl-4-amino-5-tert-butoxymethylpyrimidine

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
3-(ethoxy)propionitrile
2141-62-0

3-(ethoxy)propionitrile

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethyl formate; benzene / beim Erwaermen des Reaktionsgemisches mit Dimethylsulfat
2: ethanol
View Scheme
Multi-step reaction with 2 steps
1: ethyl formate; benzene / beim Erwaermen des Reaktionsgemisches mit Diaethylsulfat
2: ethanol
View Scheme
5-ethoxymethyl-2-methyl-3H-pyrimidin-4-one
5423-97-2

5-ethoxymethyl-2-methyl-3H-pyrimidin-4-one

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3
2: ethanol; NH3 / 140 °C
View Scheme
ethyl 3-ethoxypropionate
763-69-9

ethyl 3-ethoxypropionate

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium / diethyl ether / 8 h / 20 °C / Inert atmosphere
1.2: 80 °C / Inert atmosphere
2.1: triethylamine; trichlorophosphate / 3 h / 78 °C
3.1: ammonia / methanol / 4.5 h / 140 °C / Autoclave
View Scheme
2-methyl-5-ethoxymethyl-6-hydroxypyrimidine

2-methyl-5-ethoxymethyl-6-hydroxypyrimidine

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; trichlorophosphate / 3 h / 78 °C
2: ammonia / methanol / 4.5 h / 140 °C / Autoclave
View Scheme
5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

4-amino-5-bromomethyl-2-methylpyrimidine hydrobromide
2908-71-6

4-amino-5-bromomethyl-2-methylpyrimidine hydrobromide

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 20 - 100℃; for 2h;81%
5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

5-bromomethyl-2-methyl-pyrimidin-4-ylamine
25526-81-2

5-bromomethyl-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

5-(chloromethyl)-2-methyl-pyrimidin-4-amine
189745-28-6

5-(chloromethyl)-2-methyl-pyrimidin-4-amine

Conditions
ConditionsYield
With hydrogenchloride; butan-1-ol
5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

A

4-Amino-5-chloromethyl-2-methylpyrimidinium hydrochloride
70476-08-3

4-Amino-5-chloromethyl-2-methylpyrimidinium hydrochloride

B

2-methyl-4-chloro-5-chloromethylpyrimidine hydrochloride

2-methyl-4-chloro-5-chloromethylpyrimidine hydrochloride

C

2-methyl-4-chloro-5-hydroxymethylpyrimidine hydrochloride

2-methyl-4-chloro-5-hydroxymethylpyrimidine hydrochloride

D

2-methyl-4-chloro-5-ethoxymethylpyrimidine hydrochloride

2-methyl-4-chloro-5-ethoxymethylpyrimidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 90 - 95℃; for 5h; Substitution; Title compound not separated from byproducts;
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Thiamine hydrochloride
67-03-8

Thiamine hydrochloride

Conditions
ConditionsYield
Stage #1: 5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine With hydrogenchloride In water at 90 - 95℃; for 5h; Substitution;
Stage #2: 5-hydroxyethyl-4-methylthiazole at 102℃; for 4h; Alkylation;
0.85 g
5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

Aneurin
70-16-6

Aneurin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; HBr
View Scheme
5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine
73-66-5

5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine

18F-deoxythiamine

18F-deoxythiamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; hydrogen bromide / 2 h / 20 - 100 °C
2: acetonitrile / 0.33 h / 110 °C
View Scheme

2-METHYL-4-AMINO-5-ETHOXYMETHYL-PYRIMIDINE Toxicity Data With Reference

1.   

orl-rat LD50:1450 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,81.
2.   

orl-mus LD50:239 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,81.

2-METHYL-4-AMINO-5-ETHOXYMETHYL-PYRIMIDINE Safety Profile

A poison by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx.
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