Product Name

  • Name

    Thioacetamide

  • EINECS 200-541-4
  • CAS No. 62-55-5
  • Article Data69
  • CAS DataBase
  • Density 1.07 g/cm3
  • Solubility 16.3 g/100 mL (25 °C) in water
  • Melting Point 108-112 °C(lit.)
  • Formula C2H5NS
  • Boiling Point 111.7 °C at 760 mmHg
  • Molecular Weight 75.1344
  • Flash Point 21.4 °C
  • Transport Information UN 2811
  • Appearance white solid
  • Safety 53-45-61-99
  • Risk Codes 45-22-36/38-52/53
  • Molecular Structure Molecular Structure of 62-55-5 (Thioacetamide)
  • Hazard Symbols ToxicT
  • Synonyms Acetamide,thio- (8CI);Acetimidic acid, thio- (7CI);Acetothioamide;Acetamide, thio-;Acetic acid, thiono-, amide;Acetimidic acid, thio-;
  • PSA 58.11000
  • LogP 0.99270

Synthetic route

acetamide
60-35-5

acetamide

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
With Lawessons reagent In tetrahydrofuran at 20℃; for 3h; Solvent;93%
With Lawessons reagent In tetrahydrofuran at 20℃; for 0.166667h;87%
With Lawessons reagent for 0.0333333h; microwave irradiation;87%
acetonitrile
75-05-8

acetonitrile

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
With aluminum oxide; diethyl dithiophosphate ammonium salt for 6h; Heating;90%
Stage #1: acetonitrile With calcium hydride; tiolacetic acid at 50℃; for 1h;
Stage #2: With water In ethyl acetate at 20℃;
80%
With diammonium sulfide In methanol at 80℃; for 0.25h; microwave irradiation;53%
propan-1-ol
71-23-8

propan-1-ol

dipropyl thioacetimidoylphosphite
97893-05-5

dipropyl thioacetimidoylphosphite

A

tri-n-propyl phosphite
923-99-9

tri-n-propyl phosphite

B

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
In benzeneA 51%
B 59.1%
Lawessons reagent
19172-47-5

Lawessons reagent

2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

A

thioacetamide
62-55-5

thioacetamide

B

2-(4-Methoxyphenyl)-1,3,2-dioxaphosphorinane 2-sulfide

2-(4-Methoxyphenyl)-1,3,2-dioxaphosphorinane 2-sulfide

Conditions
ConditionsYield
In acetonitrile for 4h; Heating;A 13.3%
B 54.5%
ethylene glycol
107-21-1

ethylene glycol

2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides
92825-37-1, 88816-02-8

2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides

A

thioacetamide
62-55-5

thioacetamide

B

2-(4-Phenoxy-phenyl)-[1,3,2]dioxaphospholane 2-sulfide

2-(4-Phenoxy-phenyl)-[1,3,2]dioxaphospholane 2-sulfide

Conditions
ConditionsYield
In acetonitrile for 4h; Ambient temperature;A 53.3%
B 12.3%
dipropyl thioacetimidoylphosphite
97893-05-5

dipropyl thioacetimidoylphosphite

A

dipropyl phosphorochloridite
20003-39-8

dipropyl phosphorochloridite

B

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
With hydrogenchloride In benzeneA 37%
B 53%
Lawessons reagent
19172-47-5

Lawessons reagent

ethylene glycol
107-21-1

ethylene glycol

A

thioacetamide
62-55-5

thioacetamide

B

2-(4-Methoxyphenyl)-1,3,2-dioxaphosphorinane 2-sulfide

2-(4-Methoxyphenyl)-1,3,2-dioxaphosphorinane 2-sulfide

C

2,4-Bis-(4-methoxyphenyl)-2,4-dithiono-1,5-dioxa-3-thio-2,4-diphosphetane

2,4-Bis-(4-methoxyphenyl)-2,4-dithiono-1,5-dioxa-3-thio-2,4-diphosphetane

Conditions
ConditionsYield
In acetonitrile for 4h; Product distribution; Mechanism; Heating; other diols; also with p-phenoxyphenyl-(LR); variation of condition;A 37.3%
B 52%
C 5.6%
In acetonitrile for 5h; Heating;A 37.3%
B 52%
C 5.6%
triethylamine
121-44-8

triethylamine

dipropyl thioacetimidoylphosphite
97893-05-5

dipropyl thioacetimidoylphosphite

A

diethyl-phosphoramidous acid dipropyl ester
58498-86-5

diethyl-phosphoramidous acid dipropyl ester

B

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
In benzene at 55℃; for 0.333333h;A 36.4%
B 52%
O,O-Diethyl hydrogen phosphorodithioate
298-06-6

O,O-Diethyl hydrogen phosphorodithioate

acetonitrile
75-05-8

acetonitrile

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
In water at 80℃; for 6h;45%
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides
92825-37-1, 88816-02-8

2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides

A

thioacetamide
62-55-5

thioacetamide

B

4,4,5,5-Tetramethyl-2-(4-phenoxy-phenyl)-[1,3,2]dioxaphospholane 2-sulfide

4,4,5,5-Tetramethyl-2-(4-phenoxy-phenyl)-[1,3,2]dioxaphospholane 2-sulfide

Conditions
ConditionsYield
In acetonitrile for 4h; Ambient temperature;A 35.3%
B 41.6%
Lawessons reagent
19172-47-5

Lawessons reagent

propylene glycol
57-55-6

propylene glycol

A

thioacetamide
62-55-5

thioacetamide

B

2-(4-Methoxyphenyl)-4-methyl-1,3,2-dioxaphosphorinane 2-sulfide

2-(4-Methoxyphenyl)-4-methyl-1,3,2-dioxaphosphorinane 2-sulfide

C

2,4-Bis-(4-methoxyphenyl)-2,4-dithiono-1,5-dioxa-3-thio-6-methyl-2,4-diphosphetane

2,4-Bis-(4-methoxyphenyl)-2,4-dithiono-1,5-dioxa-3-thio-6-methyl-2,4-diphosphetane

Conditions
ConditionsYield
In acetonitrile for 3h; Heating;A 41.3%
B 31.1%
C 12.5%
Lawessons reagent
19172-47-5

Lawessons reagent

bis-(3,5-dichloro-2-hydroxy-phenyl)-(4-nitro-phenyl)-methane
350680-89-6

bis-(3,5-dichloro-2-hydroxy-phenyl)-(4-nitro-phenyl)-methane

acetonitrile
75-05-8

acetonitrile

A

thioacetamide
62-55-5

thioacetamide

B

5,7,15,17-tetrachloro-10,12-bis-(4-methoxy-phenyl)-2-(4-nitro-phenyl)-9,13-dioxa-11-thia-10,12-diphospha-tricyclo[12.4.0.03,8]octadeca-1(14),3(8),4,6,15,17-hexaene 10,12-disulfide

5,7,15,17-tetrachloro-10,12-bis-(4-methoxy-phenyl)-2-(4-nitro-phenyl)-9,13-dioxa-11-thia-10,12-diphospha-tricyclo[12.4.0.03,8]octadeca-1(14),3(8),4,6,15,17-hexaene 10,12-disulfide

Conditions
ConditionsYield
for 12h; Heating;A n/a
B 37%
Butane-1,4-diol
110-63-4

Butane-1,4-diol

2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides
92825-37-1, 88816-02-8

2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides

A

thioacetamide
62-55-5

thioacetamide

B

2-(4-Phenoxy-phenyl)-[1,3,2]dioxaphosphepane 2-sulfide

2-(4-Phenoxy-phenyl)-[1,3,2]dioxaphosphepane 2-sulfide

Conditions
ConditionsYield
In acetonitrile for 2h; Heating;A 29.3%
B 8.13%
Lawessons reagent
19172-47-5

Lawessons reagent

Butane-1,4-diol
110-63-4

Butane-1,4-diol

A

thioacetamide
62-55-5

thioacetamide

B

2-(4-Methoxy-phenyl)-[1,3,2]dioxaphosphepane 2-sulfide

2-(4-Methoxy-phenyl)-[1,3,2]dioxaphosphepane 2-sulfide

Conditions
ConditionsYield
In acetonitrile for 4h; Heating;A 18.6%
B 26%
Lawessons reagent
19172-47-5

Lawessons reagent

ethylene glycol
107-21-1

ethylene glycol

A

thioacetamide
62-55-5

thioacetamide

B

2,4-Bis-(4-methoxyphenyl)-2,4-dithiono-1,5-dioxa-3-thio-2,4-diphosphetane

2,4-Bis-(4-methoxyphenyl)-2,4-dithiono-1,5-dioxa-3-thio-2,4-diphosphetane

Conditions
ConditionsYield
In acetonitrile at 25℃; for 12h;A 20%
B 23%
O-Ethyl thioacetate
926-67-0

O-Ethyl thioacetate

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
With ethanol; ammonia
ammonium acetate
631-61-8

ammonium acetate

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
With aluminum sulfide at 240℃;
O-ethyl acetimidate
1000-84-6

O-ethyl acetimidate

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
With diethyl ether; hydrogen sulfide
ethanol
64-17-5

ethanol

diethyl thioacetimidoylphosphite
97893-04-4

diethyl thioacetimidoylphosphite

A

thioacetamide
62-55-5

thioacetamide

B

triethyl phosphite
122-52-1

triethyl phosphite

Conditions
ConditionsYield
In benzeneA 2.5 g
B 41.4 g
N-ethyl-thioacetamide
3956-29-4

N-ethyl-thioacetamide

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
at 326.9℃; Kinetics; Thermodynamic data; log A, Ea; temperatures: 645.2 - 704.2 K;
N-acetylthioacetamide
3542-00-5

N-acetylthioacetamide

A

Ketene
463-51-4

Ketene

B

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
at 198.9 - 250.9℃; Kinetics; Arrhenius parameters;
N-tert-butylethanethioamide
21351-31-5

N-tert-butylethanethioamide

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
at 364.9 - 425.9℃; Kinetics; Arrhenius parameters;
thioacetamide sulfoxide
2669-09-2

thioacetamide sulfoxide

A

acetamide
60-35-5

acetamide

B

thioacetamide
62-55-5

thioacetamide

C

acetonitrile
75-05-8

acetonitrile

Conditions
ConditionsYield
With sodium NADH*4H2O In water-d2 at 37℃; for 24h; Yield given. Yields of byproduct given;
With sodium NADPH In water-d2 at 37℃; for 96h; Yield given. Yields of byproduct given;
O,O'-tetramethylene bis(hydrogen methylphosphonodithioate)
106814-55-5

O,O'-tetramethylene bis(hydrogen methylphosphonodithioate)

acetonitrile
75-05-8

acetonitrile

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
In tetrachloromethane Ambient temperature; investigation of intermediate, stability of the product, oligomerization;
N-thioacetylpropanamide
2905-39-7

N-thioacetylpropanamide

A

prop-1-en-1-one
6004-44-0

prop-1-en-1-one

B

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
at 224.9℃; Rate constant; Thermodynamic data; Mechanism; Ea, var. temp.;
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

isothiocyanatobenzene
637-51-4

isothiocyanatobenzene

acetonitrile
75-05-8

acetonitrile

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
bei Einw. von Saeuren;
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

thioacetanilide
637-53-6

thioacetanilide

acetonitrile
75-05-8

acetonitrile

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
bei Einw. von Saeuren;
hydrogen sulfide
7783-06-4

hydrogen sulfide

acetonitrile
75-05-8

acetonitrile

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
at 80℃; under 6251820 Torr;
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

N-Phenylbenzothioamide
636-04-4

N-Phenylbenzothioamide

acetonitrile
75-05-8

acetonitrile

A

N-phenyl benzoyl amide
93-98-1

N-phenyl benzoyl amide

B

thioacetamide
62-55-5

thioacetamide

Conditions
ConditionsYield
bei Einw. von Saeuren;
thioacetamide
62-55-5

thioacetamide

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

methyl 4-(2-methyl-1,3-thiazol-4-yl)phenyl ether
50834-78-1

methyl 4-(2-methyl-1,3-thiazol-4-yl)phenyl ether

Conditions
ConditionsYield
In ethanol for 2h; Reflux;100%
In ethylene glycol at 20℃; for 0.0833333h;97%
With 1,3-di-n-butyl-imidazolium tetrafluoroborate at 20℃; for 0.25h;96%
2-Bromo-2',4'-dimethoxyacetophenone
60965-26-6

2-Bromo-2',4'-dimethoxyacetophenone

thioacetamide
62-55-5

thioacetamide

4-(2,4-dimethoxy-phenyl)-2-methyl-thiazole
448908-41-6

4-(2,4-dimethoxy-phenyl)-2-methyl-thiazole

Conditions
ConditionsYield
In ethanol for 2h; Heating / reflux;100%
thioacetamide
62-55-5

thioacetamide

5-Acetoxy-3-chloropentan-2-one
13051-49-5

5-Acetoxy-3-chloropentan-2-one

acetic acid 2-(2,4-dimethylthiazol-5-yl)-ethyl ester
866561-40-2

acetic acid 2-(2,4-dimethylthiazol-5-yl)-ethyl ester

Conditions
ConditionsYield
at 110 - 120℃; for 0.5h;100%
at 110 - 120℃; for 0.5h;100%
at 110 - 120℃; for 0.5h;100%
3-chloro-1,6,6-trimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
890023-15-1

3-chloro-1,6,6-trimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile

thioacetamide
62-55-5

thioacetamide

1-amino-5,8,8-trimethyl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide
890023-16-2

1-amino-5,8,8-trimethyl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide

Conditions
ConditionsYield
With potassium carbonate In ethanol for 4h; Heating / reflux;100%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

thioacetamide
62-55-5

thioacetamide

A

nickel(II) sulfide

nickel(II) sulfide

B

trinickel tetrasulfide

trinickel tetrasulfide

C

nickel disulfide

nickel disulfide

D

nickel(II) hydroxide

nickel(II) hydroxide

Conditions
ConditionsYield
With ammonium hydroxide; ammonium chloride In water NiCl2*6H2O dissolved in distilled water with NH4OH and NH4Cl buffer soln. adjusted the pH to 9.9 at 60°C;A 0%
B 100%
C 0%
D 0%
With ammonium hydroxide; ammonium chloride In water NiCl2*6H2O dissolved in distilled water with NH4OH and NH4Cl buffer soln. adjusted the pH to 9.9 at 70°C;A 0%
B 100%
C 0%
D 0%
With sodium hydroxide In water NiCl2*6H2O dissolved in distilled water with NaOH, thioacetamide added at 40°C, quickly mixed, boiled at 100°C for 1 h, refluxed at 60-80°C for 12 h; filtered, washed, dried at 120°C;A 0%
B 0%
C 100%
D 0%
methyltriphenylbismuthonium tetrafluoroborate
278172-59-1

methyltriphenylbismuthonium tetrafluoroborate

thioacetamide
62-55-5

thioacetamide

A

1-(methylthio)ethyleneiminium tetrafluoroborate
277306-39-5

1-(methylthio)ethyleneiminium tetrafluoroborate

B

triphenylbismuthane
603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In chloroform-d1 mixt. (Ph3BiMe)(BF4), thioacetamide, and CDCl3 was allowed to react at room temp. for 1 min; detn. by NMR;A 100%
B 100%
1-(4-fluorophenyl)-3-(phenylsulfanyl)prop-2-yn-1-ol
1167412-36-3

1-(4-fluorophenyl)-3-(phenylsulfanyl)prop-2-yn-1-ol

thioacetamide
62-55-5

thioacetamide

4-(4-fluorobenzyl)-2-methyl-5-(phenylsulfanyl)-thiazole
1167412-46-5

4-(4-fluorobenzyl)-2-methyl-5-(phenylsulfanyl)-thiazole

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; scandium tris(trifluoromethanesulfonate) In nitromethane; water for 0.166667h; Reflux; regioselective reaction;100%
thioacetamide
62-55-5

thioacetamide

3-chloro-4-(bromoacetyl)nitrobenzene
87154-68-5

3-chloro-4-(bromoacetyl)nitrobenzene

3-chloro-4-(2-methyl-thiazol-4-yl)-aniline

3-chloro-4-(2-methyl-thiazol-4-yl)-aniline

Conditions
ConditionsYield
Stage #1: thioacetamide; 3-chloro-4-(bromoacetyl)nitrobenzene In ethanol at 85℃; for 1h;
Stage #2: With hydrogenchloride; tin(II) chloride dihdyrate In ethanol; water for 1h; Reflux;
Stage #3: With potassium hydroxide In ethanol; water at 0℃;
100%
thioacetamide
62-55-5

thioacetamide

α-bromoacetophenone
70-11-1

α-bromoacetophenone

2-methyl-4-phenylthiazole
1826-16-0

2-methyl-4-phenylthiazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 1h; Hantzsch Thiazole Synthesis; Sealed tube;99%
With tert-butylammonium hexafluorophosphate(V) In methanol at 20℃; for 0.25h;95%
With 1,3-di-n-butyl-imidazolium tetrafluoroborate at 20℃; for 0.166667h;94%
thioacetamide
62-55-5

thioacetamide

3'-nitro-2-bromoacetophenone
2227-64-7

3'-nitro-2-bromoacetophenone

2-methyl-4-(3-nitrophenyl)-thiazole
39541-91-8

2-methyl-4-(3-nitrophenyl)-thiazole

Conditions
ConditionsYield
In ethanol for 2h; Reflux;99%
In ethanol for 1.5h; Heating;83%
2-iodophenylamine
615-43-0

2-iodophenylamine

thioacetamide
62-55-5

thioacetamide

2-Methylbenzothiazole
120-75-2

2-Methylbenzothiazole

Conditions
ConditionsYield
With calcium oxide; palladium; triphenylphosphine In N,N-dimethyl-formamide at 60℃; for 3h; Product distribution; molar ratio of each component, 1,1'-bis(diphenylphosphino)ferrocene (dppf) ligand, reation time;99%
With calcium oxide; palladium; triphenylphosphine In N,N-dimethyl-formamide at 60℃; for 3h;99 % Chromat.
thioacetamide
62-55-5

thioacetamide

2-[2-Bromo-3-[4-chloro-2-(2-fluorobenzoyl)phenyl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione
78367-93-8

2-[2-Bromo-3-[4-chloro-2-(2-fluorobenzoyl)phenyl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione

2-{4-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-2-methyl-thiazol-5-ylmethyl}-isoindole-1,3-dione
78367-98-3

2-{4-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-2-methyl-thiazol-5-ylmethyl}-isoindole-1,3-dione

Conditions
ConditionsYield
With sulfur dioxide In N,N-dimethyl-formamide for 1h; Heating;99%
thioacetamide
62-55-5

thioacetamide

(2S,3S,4S)-N-benzoyl-4-(bromoacetyl)-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethylpyrrolidine
267244-45-1

(2S,3S,4S)-N-benzoyl-4-(bromoacetyl)-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethylpyrrolidine

(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-methylthiazol-4'-yl)pyrrolidine
267244-46-2

(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-methylthiazol-4'-yl)pyrrolidine

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol Condensation; Heating;99%
With sodium hydrogencarbonate In ethanol for 2h; Heating;99%
2-phenyl-5-cyanopyridine
39065-54-8

2-phenyl-5-cyanopyridine

thioacetamide
62-55-5

thioacetamide

6-phenyl-thionicotinamide
478541-13-8

6-phenyl-thionicotinamide

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 98℃; for 20h;99%
tin (IV) chloride pentahydrate

tin (IV) chloride pentahydrate

thioacetamide
62-55-5

thioacetamide

tin disulfide

tin disulfide

Conditions
ConditionsYield
In water at 160℃; for 12h; High pressure; Autoclave;99%
With layryl mercaptane In ethane-1,2-diol Sonication; thioacetamide in ethanediol heated to 65°C,, then SnCl4 in ethanediol and lauryl mercaptane added; sonicated for 0.5 h; mixt. injected into thioacetamide within 40 min; cooled down to room temp.; EtOH added; centrifuged; washed 3 times with EtOH;
With cetyltrimethylammonium bromide In ethanol High Pressure; cetyltrimethylammonium bromide, SnCl4*5H2O and thioacetamide added into Schlenk flask; sealed by Teflon screw cap; heated at 40, 80 or 120°C for 2, 4, 6, 8 or 10 h under inert atm.; allowed to cool naturally to room temp.; filtered out, washed with water for sseveral times; dispersed in Et2O/EtOH (1:1) via sonication, centrifuged; dried overnight under high vac. at40°C;
2-bromo-1-(2-bromo-5-(trifluoromethyl)phenyl)ethanone

2-bromo-1-(2-bromo-5-(trifluoromethyl)phenyl)ethanone

thioacetamide
62-55-5

thioacetamide

4-(2-bromo-5-(trifluoromethyl)phenyl)-2-methylthiazole

4-(2-bromo-5-(trifluoromethyl)phenyl)-2-methylthiazole

Conditions
ConditionsYield
In ethanol at 80℃; for 12h; Sealed tube;99%
thioacetamide
62-55-5

thioacetamide

2-bromo-3'-methoxyacetophenone
5000-65-7

2-bromo-3'-methoxyacetophenone

4-(3-methoxyphenyl)-2-methylthiazole
365427-24-3

4-(3-methoxyphenyl)-2-methylthiazole

Conditions
ConditionsYield
In toluene for 24h; Heating / reflux;98.5%
In ethanol at 80℃; for 1h;90%
In ethanol at 80℃; for 1h;90%
cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

thioacetamide
62-55-5

thioacetamide

cadmium(II) sulphide

cadmium(II) sulphide

Conditions
ConditionsYield
In further solvent(s) Sonication; Cd salt and thioacetamide slowly dissolved 1-ethyl-3-methylimidazolium ethyl sulfate under stirring at room temp., sonicated for 60 min; centrifuged, washed 3 times (H2O, EtOH), dried at 50°C for 24 h;98.2%
In water Sonication; Cd salt and thioacetamide slowly dissolved in H2O/1-ethyl-3-methylimidazolium ethyl sulfate (1:1) under stirring at room temp., sonicated for 60min; centrifuged, washed 3 times (H2O, EtOH), dried at 50°C for 24 h;89.8%
In water Sonication; Cd salt and thioacetamide slowly dissolved in H2O under stirring at roomtemp., sonicated for 60 min; centrifuged, washed 3 times (H2O, EtOH), dried at 50°C for 24 h;82%
thioacetamide
62-55-5

thioacetamide

2-[2-Bromo-3-[4-chloro-2-(2-chlorobenzoyl)phenyl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione
78367-95-0

2-[2-Bromo-3-[4-chloro-2-(2-chlorobenzoyl)phenyl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione

2-{4-[4-Chloro-2-(2-chlorobenzoyl)phenyl-2-methyl]-5-thiazolyl-methyl}-1H-isoindole-1,3(2H)-dione
78367-97-2

2-{4-[4-Chloro-2-(2-chlorobenzoyl)phenyl-2-methyl]-5-thiazolyl-methyl}-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With sulfur dioxide In N,N-dimethyl-formamide for 1h; Heating;98%
With sulfur dioxide In methanol; dichloromethane; N,N-dimethyl-formamide
2-Chloroacrylic acid
598-79-8

2-Chloroacrylic acid

thioacetamide
62-55-5

thioacetamide

S-(2-Carboxy-2-chlorethyl)thioacetamid-hydrochlorid
116077-22-6

S-(2-Carboxy-2-chlorethyl)thioacetamid-hydrochlorid

Conditions
ConditionsYield
With hydrogenchloride In acetonitrile for 4h; Ambient temperature;98%
2-chloroacrylamide
16490-68-9

2-chloroacrylamide

thioacetamide
62-55-5

thioacetamide

S-<2-Carbamoyl-2-chlorethyl>thioacetamid-hydrochlorid
116077-26-0

S-<2-Carbamoyl-2-chlorethyl>thioacetamid-hydrochlorid

Conditions
ConditionsYield
With hydrogenchloride In acetonitrile for 1h; Ambient temperature;98%
thioacetamide
62-55-5

thioacetamide

o-bromoacetylbenzophenone
33027-12-2

o-bromoacetylbenzophenone

4-(2-benzoylphenyl)-2-methylthiazole

4-(2-benzoylphenyl)-2-methylthiazole

Conditions
ConditionsYield
In 1,4-dioxane Ambient temperature;98%
2-Bromo-1-(3,4-dimethoxyphenyl)ethanone
1835-02-5

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone

thioacetamide
62-55-5

thioacetamide

4-(3,4-dimethoxyphenyl)-2-methylthiazole
256950-42-2

4-(3,4-dimethoxyphenyl)-2-methylthiazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 65℃; for 8h;98%
In ethanol for 2h; Reflux; Inert atmosphere;87%
In N,N-dimethyl-formamide for 4h; Inert atmosphere; Reflux;82%
2-bromo-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone
875639-57-9

2-bromo-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

thioacetamide
62-55-5

thioacetamide

4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-methylthiazole
1046793-78-5

4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-methylthiazole

Conditions
ConditionsYield
In tetrahydrofuran for 6h; Heating / reflux;98%
4-(1-hydroxy-1,3-diphenylprop-2-ynyl)benzonitrile
1192167-42-2

4-(1-hydroxy-1,3-diphenylprop-2-ynyl)benzonitrile

thioacetamide
62-55-5

thioacetamide

4-((2-methyl-5-phenylthiazol-4-yl)methyl)benzonitrile
1242072-86-1

4-((2-methyl-5-phenylthiazol-4-yl)methyl)benzonitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,2-dichloro-ethane at 100℃; for 23h; Inert atmosphere; regioselective reaction;98%
1,1,3-triphenylprop-2-yn-1-ol
1522-13-0

1,1,3-triphenylprop-2-yn-1-ol

thioacetamide
62-55-5

thioacetamide

4-benzhydryl-2-methyl-5-phenylthiazole
1242072-82-7

4-benzhydryl-2-methyl-5-phenylthiazole

Conditions
ConditionsYield
With 5 wtpercent H-USY zeolite In 1,2-dichloro-ethane at 100℃; for 16h; Concentration;98%
With toluene-4-sulfonic acid In 1,2-dichloro-ethane at 100℃; for 5h; Inert atmosphere; regioselective reaction;90%
1-(4-chlorophenyl)-1,3-diphenylprop-2-yn-1-ol
62698-34-4

1-(4-chlorophenyl)-1,3-diphenylprop-2-yn-1-ol

thioacetamide
62-55-5

thioacetamide

4-((4-chlorophenyl)(phenyl)methyl)-2-methyl-5-phenylthiazole
1242072-84-9

4-((4-chlorophenyl)(phenyl)methyl)-2-methyl-5-phenylthiazole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,2-dichloro-ethane at 100℃; for 2.5h; Inert atmosphere; regioselective reaction;98%
phenylsulfonyl azide
938-10-3

phenylsulfonyl azide

thioacetamide
62-55-5

thioacetamide

N-benzenesulfonylacetamidine
4392-36-3

N-benzenesulfonylacetamidine

Conditions
ConditionsYield
In ethanol for 1h; Temperature; Solvent; Reflux; chemoselective reaction;98%
In ethanol for 1h; Temperature; Reflux;98%
thioacetamide
62-55-5

thioacetamide

Methanesulfonyl azide
624-90-8, 1516-70-7

Methanesulfonyl azide

N-(methylsulfonyl)acetimidamide
30924-67-5

N-(methylsulfonyl)acetimidamide

Conditions
ConditionsYield
In ethanol for 1h; Solvent; Temperature; Reflux; chemoselective reaction;98%
In water at 20℃; for 15h; Solvent; Temperature;63%
methyl 4-(2-bromoacetyl)cubane-1-carboxylate

methyl 4-(2-bromoacetyl)cubane-1-carboxylate

thioacetamide
62-55-5

thioacetamide

methyl 4-(2-methylthiazol-4-yl)cubane-1-carboxylate

methyl 4-(2-methylthiazol-4-yl)cubane-1-carboxylate

Conditions
ConditionsYield
In methanol at 20 - 70℃; for 2h; Inert atmosphere;98%

Thioacetamide Chemical Properties

The molecular structure of thioacetamide (CAS NO.62-55-5):

IUPAC Name: ethanethioamide
Empirical Formula: C2H5NS
Molecular Weight: 75.1328
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 0
Index of Refraction: 1.543
Molar Refractivity: 22.13 cm3
Molar Volume: 70.2 cm3
Surface Tension: 50.6 dyne/cm
Density: 1.07 g/cm3
Flash Point: 21.4 °C
Enthalpy of Vaporization: 35.03 kJ/mol
Boiling Point: 111.7 °C at 760 mmHg
Vapour Pressure: 22.5 mmHg at 25°C
EINECS: 200-541-4
Melting Point: 108-112 °C(lit.)
Product Categories: Sulphur Derivatives
Storage Temp: Store at RT
Water Solubility: 16.3 g/100 mL (25 ºC)
Merck: 14,9319
BRN: 506006
Stability: Stability Incompatible with water, mineral acids
Conditions to Avoid: Incompatible materials
Incompatibilities with Other Materials: Strong oxidizing agents, strong acids, strong bases
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide, nitrogen oxides (NOx) and ammonia (NH3), hydrogen sulfide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Will not occur

Thioacetamide Production

 Thioacetamide is prepared by treating acetamide with phosphorus pentasulfide as shown in the following idealized reaction:
CH3C(O)NH2 + 1/4 P4S10 → CH3C(S)NH2 + 1/4 P4S6O4

Thioacetamide Toxicity Data With Reference

1.    

mmo-smc 19,900 µmol/L

    MGGEAE    Molecular and General Genetics. 174 (1979),39.
2.    

otr-rat:emb 30 mg/L

    JJIND8    JNCI, Journal of the National Cancer Institute. 67 (1981),1303.
3.    

orl-rat TDLo:7350 mg/kg/40W-C:CAR

    JJIND8    JNCI, Journal of the National Cancer Institute. 79 (1987),1047.
4.    

orl-rat TD:5140 mg/kg/47W-C:ETA,TER

    JPBAA7    Journal of Pathology and Bacteriology. 72 (1956),415.
5.    

orl-rat LD50:301 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 27 (1974),380.
6.    

ipr-mus LD50:300 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
7.    

scu-mus LDLo:2000 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 12 (1904),447.

Thioacetamide Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. Exposure has caused liver damage. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also SULFIDES and MERCAPTANS.
Hazard Codes: ToxicT
Risk Statements  45-22-36/38-52/53
R45:May cause cancer. 
R22:Harmful if swallowed. 
R36/38:Irritating to eyes and skin. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements  53-45-61-99
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: 2811
WGK Germany: 3
RTECS: AC8925000
F: 10
HS Code  29309070

Thioacetamide Specification

  Thioacetamide , with CAS number of 62-55-5, can be called ethanethioamide ; Acetamide, thio- ; Acetic acid, thiono-, amide ; Acetimidic acid, thio- ; Acetimidic acid, thio- (7CI) . Thioacetamide (CAS NO.62-55-5) is a white solid, can be used as the production of catalysts, stabilizers, inhibitor, electroplating additives, photographic drugs, pesticides, dyeing auxiliary and ore dressing agent. Also used as a polymer curing agent, crosslinking agent, rubber additives and pharmaceutical raw materials. The production methods of Thioacetamide (CAS NO.62-55-5) is acetonitrile and hydrogen sulfide reaction or to acetamide with phosphorus pentasulfide reaction.

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