Product Name

  • Name

    5-(2-Hydroxyethyl)-4-methylthiazole

  • EINECS 205-272-6
  • CAS No. 137-00-8
  • Article Data76
  • CAS DataBase
  • Density 1.206 g/cm3
  • Solubility
  • Melting Point <25 °C
  • Formula C6H9NOS
  • Boiling Point 272.4 °C at 760 mmHg
  • Molecular Weight 143.21
  • Flash Point 109.7 °C
  • Transport Information
  • Appearance Colorless to light yellow liquid
  • Safety 26-36-24/25-7/9
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 137-00-8 (5-(2-Hydroxyethyl)-4-methylthiazole)
  • Hazard Symbols IrritantXi
  • Synonyms 5-Thiazoleethanol,4-methyl-;5-(Hydroxyethyl)-4-methylthiazole;5-(2-Hydroxyethyl)-4-methylthiazole;4-methyl-5-(2-hydroxyethyl)-thiazole;4-Methyl-5-(2-hydroxyethyl)thiazole;5-Thiazoleethanol, 4-methyl-;MHT;4-Methyl-5-(.beta.-hydroxyethyl)thiazole;Sulfurol;THZ;2-(4-methyl-1,3-thiazol-5-yl)ethanol;4-Methyl-5-hydroxyethylthiazole or Sulfurol;Hemineurine;4-Methyl-5-thiazole ethanole;
  • PSA 61.36000
  • LogP 0.98630

Synthetic route

acetic acid 2-(4-methyl-thiazol-5-yl)-ethyl ester
656-53-1

acetic acid 2-(4-methyl-thiazol-5-yl)-ethyl ester

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With water; sodium hydroxide In toluene Industrial scale;100%
With sodium hydroxide
With hydrogenchloride
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

C11H17N5(2+)*2ClO4(1-)

C11H17N5(2+)*2ClO4(1-)

Conditions
ConditionsYield
In methanol for 3.5h; Heating;A n/a
B 94%
1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

C12H19N5(2+)*2ClO4(1-)

C12H19N5(2+)*2ClO4(1-)

Conditions
ConditionsYield
In methanol for 3.5h; Heating;A n/a
B 94%
α-picoline
109-06-8

α-picoline

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

C13H18N4(2+)*2ClO4(1-)

C13H18N4(2+)*2ClO4(1-)

Conditions
ConditionsYield
In methanol for 2.2h; Heating;A n/a
B 80%
picoline
108-89-4

picoline

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

C13H18N4(2+)*2ClO4(1-)

C13H18N4(2+)*2ClO4(1-)

Conditions
ConditionsYield
In methanol for 3.8h; Heating;A n/a
B 76%
5-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methylthiazole
273939-32-5

5-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methylthiazole

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With potassium hydrogen difluoride In methanol at 60℃; for 17h;75%
pyridine-4-thiol
4556-23-4

pyridine-4-thiol

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

4-Amino-1,2-dimethyl-5-(pyridin-4-ylsulfanylmethyl)-pyrimidin-1-ium; perchlorate

4-Amino-1,2-dimethyl-5-(pyridin-4-ylsulfanylmethyl)-pyrimidin-1-ium; perchlorate

Conditions
ConditionsYield
With sodium hydroxide In methanol for 3h; Heating;A n/a
B 71%
3,4-dichlorothiophenol
5858-17-3

3,4-dichlorothiophenol

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

4-Amino-5-(3,4-dichloro-phenylsulfanylmethyl)-1,2-dimethyl-pyrimidin-1-ium; perchlorate

4-Amino-5-(3,4-dichloro-phenylsulfanylmethyl)-1,2-dimethyl-pyrimidin-1-ium; perchlorate

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h; Heating;A n/a
B 69%
4-cyanophenol
767-00-0

4-cyanophenol

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

4-Amino-5-(4-cyano-phenoxymethyl)-1,2-dimethyl-pyrimidin-1-ium; perchlorate

4-Amino-5-(4-cyano-phenoxymethyl)-1,2-dimethyl-pyrimidin-1-ium; perchlorate

Conditions
ConditionsYield
With sodium hydroxide In methanol for 4h; Heating;A n/a
B 68%
3,4-Lutidin
583-58-4

3,4-Lutidin

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

C14H20N4(2+)*2ClO4(1-)

C14H20N4(2+)*2ClO4(1-)

Conditions
ConditionsYield
In methanol for 24h; Heating;A n/a
B 64%
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

4-Amino-5-(4-methoxy-phenylsulfanylmethyl)-1,2-dimethyl-pyrimidin-1-ium; perchlorate

4-Amino-5-(4-methoxy-phenylsulfanylmethyl)-1,2-dimethyl-pyrimidin-1-ium; perchlorate

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h; Heating;A n/a
B 64%
1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

aniline
62-53-3

aniline

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

4-Amino-1,2-dimethyl-5-phenylaminomethyl-pyrimidin-1-ium; perchlorate

4-Amino-1,2-dimethyl-5-phenylaminomethyl-pyrimidin-1-ium; perchlorate

Conditions
ConditionsYield
In methanol for 26h; Heating;A n/a
B 57%
nicotinamide
98-92-0

nicotinamide

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

1-<(4-amino-1,2-dimethyl-5-pyrimidinio)methyl>3-carbamoylpyridinium diperchlorate

1-<(4-amino-1,2-dimethyl-5-pyrimidinio)methyl>3-carbamoylpyridinium diperchlorate

Conditions
ConditionsYield
In methanol for 72h; Heating;A n/a
B 56%
4-nitro-phenol
100-02-7

4-nitro-phenol

1'-methylthiaminium diperchlorate
73333-47-8

1'-methylthiaminium diperchlorate

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

4-Amino-1,2-dimethyl-5-(4-nitro-phenoxymethyl)-pyrimidin-1-ium; perchlorate

4-Amino-1,2-dimethyl-5-(4-nitro-phenoxymethyl)-pyrimidin-1-ium; perchlorate

Conditions
ConditionsYield
With sodium hydroxide In methanol for 3.5h; Heating;A n/a
B 54%
2,3-dichloro-2-methyl-tetrahydro-furan
13045-15-3

2,3-dichloro-2-methyl-tetrahydro-furan

thiocarboxamide
115-08-2

thiocarboxamide

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With pyridine; formic acid
2-ethoxy-3-chloro-2-methyl-tetrahydro-furan
663179-26-8

2-ethoxy-3-chloro-2-methyl-tetrahydro-furan

thiocarboxamide
115-08-2

thiocarboxamide

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

2-butoxy-3-chloro-2-methyl-tetrahydro-furan

2-butoxy-3-chloro-2-methyl-tetrahydro-furan

thiocarboxamide
115-08-2

thiocarboxamide

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

2-(4-methyl-2,5-dihydro-thiazol-5-yl)-ethanol
84041-80-5

2-(4-methyl-2,5-dihydro-thiazol-5-yl)-ethanol

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With sulfur
With potassium hexacyanoferrate(III)
5-(2-bromoethyl)-4-methyl-1,3-thiazole
671-24-9

5-(2-bromoethyl)-4-methyl-1,3-thiazole

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With water; potassium carbonate
VUF 8952
58981-35-4

VUF 8952

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite
5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione
1124-01-2

5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide
With water; nickel
2-(2-bromo-4-methyl-thiazol-5-yl)-ethanol
874509-37-2

2-(2-bromo-4-methyl-thiazol-5-yl)-ethanol

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With sodium hydroxide; palladium on activated charcoal Hydrogenation;
With acetic acid; zinc
2-amino-5-(2-hydroxyethyl)-4-methylthiazole
1820-94-6

2-amino-5-(2-hydroxyethyl)-4-methylthiazole

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
Diazotization.anschliessende Reduktion mit wss. H3PO2;
(i) NaNO2, aq. H2SO4, (ii) NaH2PO2; Multistep reaction;
2-amino-5-(2-hydroxyethyl)-4-methylthiazole
1820-94-6

2-amino-5-(2-hydroxyethyl)-4-methylthiazole

A

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

B

2-(2-chloro-4-methylthiazol-5-yl)ethanol
54901-54-1

2-(2-chloro-4-methylthiazol-5-yl)ethanol

Conditions
ConditionsYield
With hydrogenchloride; copper(II) sulfate Diazotization.anschliessendes Erwaermen mit CuCl;
(4-methyl-thiazol-5-yl)-acetic acid methyl ester
408334-02-1

(4-methyl-thiazol-5-yl)-acetic acid methyl ester

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
(4-methyl-thiazol-5-yl)-acetic acid ethyl ester
406727-23-9

(4-methyl-thiazol-5-yl)-acetic acid ethyl ester

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With ethanol; sodium
With lithium aluminium tetrahydride; diethyl ether
4-methyl-5-(β-acetoxyethyl)-2-thiazolinethione
14066-76-3

4-methyl-5-(β-acetoxyethyl)-2-thiazolinethione

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide
diethyl ether
60-29-7

diethyl ether

3-chloro-3-acetylpropanol
13045-13-1

3-chloro-3-acetylpropanol

thiocarboxamide
115-08-2

thiocarboxamide

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

3-chloro-3-acetylpropanol
13045-13-1

3-chloro-3-acetylpropanol

ethanol
64-17-5

ethanol

thiocarboxamide
115-08-2

thiocarboxamide

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

3-chloro-3-acetylpropanol
13045-13-1

3-chloro-3-acetylpropanol

thiocarboxamide
115-08-2

thiocarboxamide

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

Conditions
ConditionsYield
With α-picoline; ethyl acetate
With diethyl ether
With pyridine; ethyl acetate
With ethanol
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

methyl iodide
74-88-4

methyl iodide

3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide
16311-69-6

3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide

Conditions
ConditionsYield
at 60℃; for 3h; Autoclave;100%
for 2h; Reflux;96.3%
at 50℃; for 2h;96.2%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

5-(2-bromoethyl)-4-methyl-1,3-thiazole
671-24-9

5-(2-bromoethyl)-4-methyl-1,3-thiazole

Conditions
ConditionsYield
With phosphorus tribromide In dichloromethane at 0℃; for 7h; Reflux;99%
With phosphorus tribromide
With hydrogen bromide
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

5-(2-methylsulfonyloxyethyl)-4-methylthiazole
121688-30-0

5-(2-methylsulfonyloxyethyl)-4-methylthiazole

Conditions
ConditionsYield
With triethylamine In dichloromethane at 25℃; for 4.25h; Solvent; Cooling with ice;99%
With triethylamine In dichloromethane for 1.58333h; Inert atmosphere;68%
With triethylamine In dichloromethane67%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

5-<2-<(tetrahydro-2H-pyran-2-yl)oxy>ethyl>-4-methylthiazole
166405-64-7

5-<2-<(tetrahydro-2H-pyran-2-yl)oxy>ethyl>-4-methylthiazole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane for 8.5h; Heating;99%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

chlormethiazole
533-45-9

chlormethiazole

Conditions
ConditionsYield
With thionyl chloride for 3h; Reflux;98%
With thionyl chloride for 2h; Heating;96%
With phosphorus pentachloride In dichloromethane for 3h; Heating;95%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

amyl iodide
628-17-1

amyl iodide

bis(trifluoromethane)sulfonimide lithium
90076-65-6

bis(trifluoromethane)sulfonimide lithium

3-pentyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

3-pentyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
Stage #1: 5-hydroxyethyl-4-methylthiazole; amyl iodide In acetonitrile at 60℃; for 24h; Inert atmosphere;
Stage #2: bis(trifluoromethane)sulfonimide lithium In hexane; water at 20℃; for 3h; Inert atmosphere;
98%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1,11-diiodoundecane
24613-66-9

1,11-diiodoundecane

1,11‐undecamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

1,11‐undecamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

Conditions
ConditionsYield
In acetonitrile for 72h; Inert atmosphere; Reflux;98%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

C19H24N2O2S
644985-59-1

C19H24N2O2S

Conditions
ConditionsYield
dibutyltin dilaurate In toluene at 80℃; for 4.16667h;97%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1,9-diiodononane
24613-65-8

1,9-diiodononane

1,9‐nonamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

1,9‐nonamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

Conditions
ConditionsYield
In acetonitrile for 72h; Inert atmosphere; Reflux;97%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

4-methyl-5-(β-nitroxyethyl)thiazole

4-methyl-5-(β-nitroxyethyl)thiazole

Conditions
ConditionsYield
With nitric acid; acetic anhydride In dichloromethane at 5℃; for 2h; Temperature; Time;96.8%
With nitric acid; urea at -10 - -5℃; for 0.5h; pH=7; Nitration;82%
With sulfuric acid; nitric acid at 0 - 5℃; for 3h;53%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

allyl bromide
106-95-6

allyl bromide

5-(2-allyloxyethyl)-4-methylthiazole
1312604-77-5

5-(2-allyloxyethyl)-4-methylthiazole

Conditions
ConditionsYield
Stage #1: 5-hydroxyethyl-4-methylthiazole With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Cooling with ice;
Stage #2: allyl bromide In tetrahydrofuran at 20℃; for 20h; Inert atmosphere;
96%
Stage #1: 5-hydroxyethyl-4-methylthiazole With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: allyl bromide In tetrahydrofuran at 20℃; for 20h; Inert atmosphere;
96%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

C19H18N2O5

C19H18N2O5

2-(4-methyl-1,3-thiazol-5-yl)ethyl (2-nitro-9-oxoacridin-10-yl)-acetate

2-(4-methyl-1,3-thiazol-5-yl)ethyl (2-nitro-9-oxoacridin-10-yl)-acetate

Conditions
ConditionsYield
With sodium methylate In methanol Heating;96%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1,ω-diiodoheptane
51526-03-5

1,ω-diiodoheptane

1,7‐heptamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

1,7‐heptamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

Conditions
ConditionsYield
In acetonitrile for 72h; Inert atmosphere; Reflux;94%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

3-(2-tert-butoxy-2-oxoethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide
1333480-90-2

3-(2-tert-butoxy-2-oxoethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide

Conditions
ConditionsYield
In acetonitrile for 12h; Reflux;93.2%
In acetonitrile for 1.5h; Reflux;91.4%
In acetonitrile at 85℃;91.4%
In acetonitrile at 85℃; for 20h;
In acetonitrile for 1.5h;83.9 g
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

ethyl bromoacetate
105-36-2

ethyl bromoacetate

3-Ethoxycarbonylmethyl-5-(2-hydroxy-ethyl)-4-methyl-thiazol-3-ium; bromide
103871-46-1

3-Ethoxycarbonylmethyl-5-(2-hydroxy-ethyl)-4-methyl-thiazol-3-ium; bromide

Conditions
ConditionsYield
In ethanol for 4h; Reflux;93%
In ethanol for 2h; Heating;73%
for 3h; Reflux;50 g
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

4-ethyloctanoyl chloride
16493-81-5

4-ethyloctanoyl chloride

C16H27NO2S
1236109-84-4

C16H27NO2S

Conditions
ConditionsYield
at 70℃; for 4h;93%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

[Re(CO)3(bpy)(MeCN)]BF4

[Re(CO)3(bpy)(MeCN)]BF4

[Re(CO)3(bpy)(4-methyl-5-thiazoleethanol)]BF4

[Re(CO)3(bpy)(4-methyl-5-thiazoleethanol)]BF4

Conditions
ConditionsYield
In chloroform for 16h; Reflux; Schlenk technique;93%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

propargyl bromide
106-96-7

propargyl bromide

4-methyl-5-(2-(prop-2-ynyloxy)ethyl)thiazole
1417745-56-2

4-methyl-5-(2-(prop-2-ynyloxy)ethyl)thiazole

Conditions
ConditionsYield
Stage #1: 5-hydroxyethyl-4-methylthiazole With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: propargyl bromide In tetrahydrofuran at 0℃;
92%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1-iodohexadecane
544-77-4

1-iodohexadecane

bis(trifluoromethane)sulfonimide lithium
90076-65-6

bis(trifluoromethane)sulfonimide lithium

3-hexadecyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

3-hexadecyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
Stage #1: 5-hydroxyethyl-4-methylthiazole; 1-iodohexadecane In acetonitrile at 70℃; for 48h; Inert atmosphere;
Stage #2: bis(trifluoromethane)sulfonimide lithium In hexane; water at 20℃; for 3h; Inert atmosphere;
92%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

N,4-dimethyl-5-[2-(hydroxy)ethyl]thiazole iodide

N,4-dimethyl-5-[2-(hydroxy)ethyl]thiazole iodide

Conditions
ConditionsYield
With methyl iodide In acetonitrile for 1.5h; Reflux;91%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1-Iodododecane
4292-19-7

1-Iodododecane

bis(trifluoromethane)sulfonimide lithium
90076-65-6

bis(trifluoromethane)sulfonimide lithium

3-dodecyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

3-dodecyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
Stage #1: 5-hydroxyethyl-4-methylthiazole; 1-Iodododecane In acetonitrile at 70℃; for 49h; Inert atmosphere;
Stage #2: bis(trifluoromethane)sulfonimide lithium In hexane; water at 20℃; for 3h; Inert atmosphere;
90%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

allyl iodid
556-56-9

allyl iodid

bis(trifluoromethane)sulfonimide lithium
90076-65-6

bis(trifluoromethane)sulfonimide lithium

3-allyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

3-allyl-5-(2-hydroxyethyl)-4-methylthiazolium bis(trifluoromethanesulfonyl)imide

Conditions
ConditionsYield
Stage #1: 5-hydroxyethyl-4-methylthiazole; allyl iodid In acetonitrile at 70℃; for 14h; Inert atmosphere;
Stage #2: bis(trifluoromethane)sulfonimide lithium In hexane; water at 20℃; for 2h; Inert atmosphere;
89%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

suberoyl chloride
10027-07-3

suberoyl chloride

Octanedioic acid bis-[2-(4-methyl-thiazol-5-yl)-ethyl] ester
152838-60-3

Octanedioic acid bis-[2-(4-methyl-thiazol-5-yl)-ethyl] ester

Conditions
ConditionsYield
With pyridine In diethyl ether for 1.5h; Ambient temperature;88%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1,10-diiododecane
16355-92-3

1,10-diiododecane

1,10‐decamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

1,10‐decamethylene bis[4‐methyl‐5‐(2‐hydroxyethyl)thiazol‐3‐ium] diiodide

Conditions
ConditionsYield
In acetonitrile for 72h; Heating;88%
In acetonitrile for 72h; Inert atmosphere; Reflux;80%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

C20H21NO4

C20H21NO4

2-(4-methyl-1,3-thiazol-5-yl)ethyl (2-methoxy-9-oxoacridin-10-yl)-acetate

2-(4-methyl-1,3-thiazol-5-yl)ethyl (2-methoxy-9-oxoacridin-10-yl)-acetate

Conditions
ConditionsYield
With sodium methylate In methanol Heating;88%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

C20H21NO3

C20H21NO3

2-(4-methyl-1,3-thiazol-5-yl)ethyl (4-methyl-9-oxoacridin-10-yl)-acetate

2-(4-methyl-1,3-thiazol-5-yl)ethyl (4-methyl-9-oxoacridin-10-yl)-acetate

Conditions
ConditionsYield
With sodium methylate In methanol Heating;88%
5-hydroxyethyl-4-methylthiazole
137-00-8

5-hydroxyethyl-4-methylthiazole

1-iodo-n-undecane
4282-44-4

1-iodo-n-undecane

4-methyl-5-(2-undecyloxyethyl)-1,3-thiazole

4-methyl-5-(2-undecyloxyethyl)-1,3-thiazole

Conditions
ConditionsYield
With Aliquat 336; potassium hydroxide In benzene at 80℃; for 16h; Time;88%

4-Methyl-5-thiazoleethanol Chemical Properties

Molecular Formula: C6H9NOS
Molecular Weight: 143.21
EINECS: 205-272-6
Index of Refraction: 1.564
Molar Refractivity: 38.63 cm3
Molar Volume: 118.7 cm3
Surface Tension: 49.8 dyne/cm
Density: 1.206 g/cm3
Flash Point: 109.7 °C
Enthalpy of Vaporization: 53.95 kJ/mol
Boiling Point: 272.4 °C at 760 mmHg
Vapour Pressure: 0.00297 mmHg at 25 °C
Sensitive: Stench
Appearance: Colorless to light yellow liqui
Structure of 4-Methyl-5-thiazoleethanol (CAS NO.137-00-8):
                     
IUPAC Name: 2-(4-Methyl-1,3-thiazol-5-yl)ethanol
Canonical SMILES: CC1=C(SC=N1)CCO
InChI: InChI=1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3
InChIKey: BKAWJIRCKVUVED-UHFFFAOYSA-N
Product Category of 4-Methyl-5-thiazoleethanol (CAS NO.137-00-8): Thiazole;Alkohols;thiazole Flavor

4-Methyl-5-thiazoleethanol Uses

 4-Methyl-5-thiazoleethanol (CAS NO.137-00-8) is used for nuts, dairy products, meat products, etc, and also is used as pharmaceutical intermediates.

4-Methyl-5-thiazoleethanol Toxicity Data With Reference

 4-Methyl-5-thiazoleethanol (CAS NO.137-00-8) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65.

4-Methyl-5-thiazoleethanol Safety Profile

Hazard Codes:   Xi
The Risk Statements:
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
7/9:  Keep container tightly closed and in a well-ventilated place 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 3
F:13
Hazard Note:  Irritant/Stench

4-Methyl-5-thiazoleethanol Specification

 4-Methyl-5-thiazoleethanol , its cas register number is 137-00-8. It also can be called Sulfurol ; 4-Methyl-5-(2'-hydroxyethyl)-thiazole ; 5-(2-Hydroxyethyl)-4-methylthiazole ; 4-Methyl-5-beta-hydroxyethyl thiazole ; and 4-Methyl-5-hydroxyethylthiazole . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Or in the eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. While, it's inhaled: Remove from exposure and move to fresh air immediately. Then you have the ingesting of the product: Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
In addition,  4-Methyl-5-thiazoleethanol (CAS NO.137-00-8)  could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, nitrogen.

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