Product Name

  • Name

    2-Aminobenzenethiol

  • EINECS 205-277-3
  • CAS No. 137-07-5
  • Article Data101
  • CAS DataBase
  • Density 1.2 g/cm3
  • Solubility insoluble in water
  • Melting Point 23 °C
  • Formula C6H7NS
  • Boiling Point 234.9 °C at 760 mmHg
  • Molecular Weight 125.194
  • Flash Point 95.8 °C
  • Transport Information UN 1760 8/PG 3
  • Appearance clear yellow to amber liquid
  • Safety 26-36/37/39-45-60-61-25-27
  • Risk Codes 22-34-50/53-37-20/21/22
  • Molecular Structure Molecular Structure of 137-07-5 (2-Aminobenzenethiol)
  • Hazard Symbols CorrosiveC,DangerousN
  • Synonyms NSC 106635;o-Aminobenzenethiol;o-Aminophenyl mercaptan;o-Aminothiophenol;o-Mercaptoaniline;a-Aminothiophenol;Benzenethiol,2-amino-;Benzenethiol,o-amino- (6CI,8CI);1-Amino-2-mercaptobenzene;2-Amino-1-mercaptobenzene;2-Aminophenyl mercaptan;2-Mercaptoaniline;2-Thioaniline;
  • PSA 64.82000
  • LogP 2.13870

Synthetic route

2-iodophenylamine
615-43-0

2-iodophenylamine

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;99%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine In water; dimethyl sulfoxide at 60℃;98%
With potassium hydroxide at 110℃; for 24h; Reagent/catalyst;87%
With iodine; potassium hydroxide In water; dimethyl sulfoxide at 100℃;82%
2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 2h; Reduction; Heating;96%
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 0 - 35℃;93%
With magnesium In methanol for 2h; Ambient temperature;85%
2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine
86333-20-2

2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine

A

2-Phenylquinoline
612-96-4

2-Phenylquinoline

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

C

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

Conditions
ConditionsYield
In toluene for 4h; Heating;A 95%
B n/a
C n/a
2-(Methylthio)aniline
2987-53-3

2-(Methylthio)aniline

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With hydrogen bromide In water at 30℃; for 2h; Temperature; Inert atmosphere;92.7%
2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

ethyl 2-(4-fluorophenyl)acetate
587-88-2

ethyl 2-(4-fluorophenyl)acetate

A

2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine
100638-27-5

2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.333333h;A 92%
B n/a
bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

A

2-nitrothiophenol
4875-10-9

2-nitrothiophenol

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.5h; Reduction;A 10%
B 90%
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction;A 80%
B 20%
4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
92552-87-9

2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.333333h;A 88%
B n/a
benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one
38533-19-6

3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 86%
B n/a
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h; other methyl or ethyl aryl- or pyridylacetates;
2-(2-amino-phenyldisulfanyl)-pyridin-3-ylamine

2-(2-amino-phenyldisulfanyl)-pyridin-3-ylamine

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.25h; Reduction;85%
methyl 1-naphthylacetate
2876-78-0

methyl 1-naphthylacetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-Naphthalen-1-yl-4H-benzo[1,4]thiazin-3-one
131602-98-7

2-Naphthalen-1-yl-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 82%
B n/a
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With potassium hydroxide at 110℃; for 24h; Reagent/catalyst;82%
(4-chloro-phenyl)-acetic acid methyl ester
52449-43-1

(4-chloro-phenyl)-acetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

B

2-(4-chlorophenyl)-1,4-benzothiazin-3-one
4652-24-8

2-(4-chlorophenyl)-1,4-benzothiazin-3-one

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A n/a
B 81%
methyl 2-(3-bromo-4-methoxyphenyl)acetate
19626-36-9

methyl 2-(3-bromo-4-methoxyphenyl)acetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(3-Bromo-4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
131602-96-5

2-(3-Bromo-4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 80%
B n/a
methyl (2-chlorophenyl)acetate
57486-68-7

methyl (2-chlorophenyl)acetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

B

2-(2-chloro-phenyl)-4H-benzo[1,4]thiazin-3-one
58553-47-2

2-(2-chloro-phenyl)-4H-benzo[1,4]thiazin-3-one

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A n/a
B 79%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With potassium hydroxide; water In ethylene glycol at 125℃; for 15h;78%
With potassium hydroxide at 110℃; for 24h; Reagent/catalyst;75%
With hydroxide
p-tolylacetic acid ethyl ester
14062-19-2

p-tolylacetic acid ethyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(4-methylphenyl)-1,4-benzothiazin-3-one
131602-92-1

2-(4-methylphenyl)-1,4-benzothiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 77%
B n/a
benzo[1,3]dioxol-5-yl-acetic acid methyl ester
326-59-0

benzo[1,3]dioxol-5-yl-acetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-Benzo[1,3]dioxol-5-yl-4H-benzo[1,4]thiazin-3-one
131602-97-6

2-Benzo[1,3]dioxol-5-yl-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 73%
B n/a
pyridin-3-yl-acetic acid ethyl ester
39931-77-6

pyridin-3-yl-acetic acid ethyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(3-pyridyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine
131603-00-4

2-(3-pyridyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 72%
B n/a
ethyl 3,4-dimethoxyphenylacetate
18066-68-7

ethyl 3,4-dimethoxyphenylacetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(3,4-Dimethoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
117838-86-5

2-(3,4-Dimethoxy-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 71%
B n/a
2,3-dihydro-3-methoxycarbonyl-2-benzothiazolecarbonitrile
113372-40-0

2,3-dihydro-3-methoxycarbonyl-2-benzothiazolecarbonitrile

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;70%
With potassium hydroxide In ethanol for 2h; Heating;70%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

A

N,N',N''-triaminoguanidine
2203-24-9

N,N',N''-triaminoguanidine

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

C

2-hydrazono-2,3-dihydro-1,3-benzothiazole
615-21-4

2-hydrazono-2,3-dihydro-1,3-benzothiazole

D

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

Conditions
ConditionsYield
With hydrazine hydrate at 105 - 110℃; for 76h; Product distribution; Mechanism; also reaction with ethylenediamine, propylenediamine; other temp. (150 deg C);A n/a
B 70%
C 20%
D n/a
With hydrazine hydrate at 105 - 110℃; for 76h;A n/a
B 70%
C 20%
D n/a
ethyl 2-(pyridinyl-2)acetate
2739-98-2

ethyl 2-(pyridinyl-2)acetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(2-pyridyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine
131602-99-8

2-(2-pyridyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 69%
B n/a
methyl 2-(4-isopropylphenyl)acetate
16216-94-7

methyl 2-(4-isopropylphenyl)acetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(4-Isopropyl-phenyl)-4H-benzo[1,4]thiazin-3-one
131602-93-2

2-(4-Isopropyl-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 69%
B n/a
(3-trifluoromethyl-phenyl)-acetic acid methyl ester
62451-84-7

(3-trifluoromethyl-phenyl)-acetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(3-Trifluoromethyl-phenyl)-4H-benzo[1,4]thiazin-3-one
131602-94-3

2-(3-Trifluoromethyl-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 65%
B n/a
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

A

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

B

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate In water at 100℃;A 63%
B 33%
2-(benzylsulfanyl)aniline
6325-92-4

2-(benzylsulfanyl)aniline

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With titanium(III) chloride; lithium In tetrahydrofuran for 20h; Heating;55%
2-(2-propen-1-ylsulfanyl)aniline
77053-20-4

2-(2-propen-1-ylsulfanyl)aniline

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With titanium(III) chloride; lithium In tetrahydrofuran at 25℃; for 2h;47%
2,3-dihydro-3-(4-methylbenzoyl)-2-benzothiazolecarbonitrile
95479-50-8

2,3-dihydro-3-(4-methylbenzoyl)-2-benzothiazolecarbonitrile

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;46%
cyclohexanone
108-94-1

cyclohexanone

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

3H-spiro{benzothiazole-2,1'-cyclohexane}
182-53-6

3H-spiro{benzothiazole-2,1'-cyclohexane}

Conditions
ConditionsYield
With trifluoroacetic acid at 80℃; for 16h; Reagent/catalyst;100%
In toluene Heating;93.8%
With aluminum oxide In neat (no solvent) at 20℃; for 0.5h; Inert atmosphere;92%
benzaldehyde
100-52-7

benzaldehyde

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Phenylbenzothiazole
883-93-2

2-Phenylbenzothiazole

Conditions
ConditionsYield
With Yb/MCM-41 molecular sieve In ethanol at 80℃; for 4h; Concentration; Temperature;100%
Stage #1: benzaldehyde; 2-amino-benzenethiol With oxygen; scandium tris(trifluoromethanesulfonate) In tetrahydrofuran; water for 3h; Cycloaddition;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone for 0.25h; Oxidation;
99%
With 1-pentyl-3-methylimidazolium bromide for 0.05h; microwave irradiation;99%
acetyl chloride
75-36-5

acetyl chloride

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Methylbenzothiazole
120-75-2

2-Methylbenzothiazole

Conditions
ConditionsYield
In toluene at 20℃; for 0.25h;100%
In neat (no solvent) for 4h; Time; Temperature; Green chemistry;91%
In toluene at 20℃; for 0.416667h;85%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

acetone
67-64-1

acetone

2,2-dimethyl-2,3-dihydro-benzothiazole
25111-89-1

2,2-dimethyl-2,3-dihydro-benzothiazole

Conditions
ConditionsYield
at 0℃; for 2h; gas/solid reaction;100%
Stage #1: 2-amino-benzenethiol; acetone In neat (no solvent) at 50℃; for 1h; Green chemistry;
Stage #2: With o-benzenedisulfonimide In neat (no solvent) at 50℃; for 48h; Green chemistry;
87%
With aluminum oxide at 20℃; for 0.5h;84%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

Conditions
ConditionsYield
With trifluoroacetic acid In dimethyl sulfoxide at 80℃; for 16h; Reagent/catalyst;100%
With imino urea In methanol for 0.0833333h; Ambient temperature;99%
With nanophase manganese (VII) oxide coated clay (NM7O coated clay) In chloroform at 20℃;99%
benzaldehyde
100-52-7

benzaldehyde

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Phenylbenzothiazolin
31230-83-8

2-Phenylbenzothiazolin

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 2h; Molecular sieve;100%
With yttrium(III) chloride In ethanol for 0.5h; Time; Reflux; Inert atmosphere;98%
In ethanol for 0.666667h; Ambient temperature;94%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(4-chlorophenyl)-2,3-dihydrobenzo[d]thiazole
56048-77-2

2-(4-chlorophenyl)-2,3-dihydrobenzo[d]thiazole

Conditions
ConditionsYield
In ethanol for 0.666667h; Ambient temperature;100%
ethyl iodide
75-03-6

ethyl iodide

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(ethylthio)aniline
13920-91-7

2-(ethylthio)aniline

Conditions
ConditionsYield
With sodium hydride In acetonitrile at 0℃; for 7h;100%
With sodium methylate In methanol for 6h; Reflux;97%
Stage #1: 2-amino-benzenethiol With potassium tert-butylate In ethanol at 0℃; for 0.75h;
Stage #2: ethyl iodide In ethanol at 0 - 20℃; for 0.75h; Further stages.;
85%
1,3-diphenylpropanedione
120-46-7

1,3-diphenylpropanedione

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

1-(2-mercaptophenylimino)-1 3-diphenylpropan-3-one
131526-02-8

1-(2-mercaptophenylimino)-1 3-diphenylpropan-3-one

Conditions
ConditionsYield
With piperidine In ethanol Heating;100%
3-chloro-2-phenyl-but-2-enal
31357-83-2, 31357-84-3, 39831-17-9

3-chloro-2-phenyl-but-2-enal

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Methyl-3-phenyl-benzo[b][1,4]thiazepine
133205-45-5

2-Methyl-3-phenyl-benzo[b][1,4]thiazepine

Conditions
ConditionsYield
100%
bis(2-chloroethyl)disulfide
1002-41-1

bis(2-chloroethyl)disulfide

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

1,8-Bis(2-aminophenyl)-1,4,5,8-tetrathiaoctane
220597-09-1

1,8-Bis(2-aminophenyl)-1,4,5,8-tetrathiaoctane

Conditions
ConditionsYield
With potassium hydroxide In methanol for 2h; Heating;100%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2-Phenylbenzothiazole
883-93-2

2-Phenylbenzothiazole

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 100℃; for 0.75h; Hydrolysis; cyclization; debenzoylation;A n/a
B 100%
2-naphthyl pivalate
1503-86-2

2-naphthyl pivalate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2-(tert-butyl)benzo[d]thiazole
17626-88-9

2-(tert-butyl)benzo[d]thiazole

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 100℃; for 2h; Hydrolysis; cyclization;A n/a
B 100%
4-cyanophenyl acetate
13031-41-9

4-cyanophenyl acetate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2-Methylbenzothiazole
120-75-2

2-Methylbenzothiazole

B

4-cyanophenol
767-00-0

4-cyanophenol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 100℃; for 0.5h; Hydrolysis; cyclization;A n/a
B 100%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

4-cyanophenyl pivalate
180143-65-1

4-cyanophenyl pivalate

A

2-(tert-butyl)benzo[d]thiazole
17626-88-9

2-(tert-butyl)benzo[d]thiazole

B

4-cyanophenol
767-00-0

4-cyanophenol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 100℃; for 1.5h; Hydrolysis; cyclization;A n/a
B 100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-hydroxybenzothiazole

2-hydroxybenzothiazole

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) at 30 - 33℃; for 1h;100%
Lawessons reagent
19172-47-5

Lawessons reagent

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(4-methoxyphenyl)-2,3-dihydro-1,3,2-benzothiazaphosphole 2-sulfide
1253576-24-7

2-(4-methoxyphenyl)-2,3-dihydro-1,3,2-benzothiazaphosphole 2-sulfide

Conditions
ConditionsYield
at 190℃; for 0.0166667h; Neat (no solvent); Microwave irradiation;100%
2-iodophenylamine
615-43-0

2-iodophenylamine

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;99%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine In water; dimethyl sulfoxide at 60℃;98%
With potassium hydroxide at 110℃; for 24h; Reagent/catalyst;87%
With iodine; potassium hydroxide In water; dimethyl sulfoxide at 100℃;82%
2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 2h; Reduction; Heating;96%
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 0 - 35℃;93%
With magnesium In methanol for 2h; Ambient temperature;85%
2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine
86333-20-2

2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine

A

2-Phenylquinoline
612-96-4

2-Phenylquinoline

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

C

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

Conditions
ConditionsYield
In toluene for 4h; Heating;A 95%
B n/a
C n/a
2-(Methylthio)aniline
2987-53-3

2-(Methylthio)aniline

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With hydrogen bromide In water at 30℃; for 2h; Temperature; Inert atmosphere;92.7%
2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

ethyl 2-(4-fluorophenyl)acetate
587-88-2

ethyl 2-(4-fluorophenyl)acetate

A

2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine
100638-27-5

2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.333333h;A 92%
B n/a
bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

A

2-nitrothiophenol
4875-10-9

2-nitrothiophenol

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.5h; Reduction;A 10%
B 90%
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction;A 80%
B 20%
4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
92552-87-9

2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.333333h;A 88%
B n/a
benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one
38533-19-6

3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 86%
B n/a
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h; other methyl or ethyl aryl- or pyridylacetates;
2-(2-amino-phenyldisulfanyl)-pyridin-3-ylamine

2-(2-amino-phenyldisulfanyl)-pyridin-3-ylamine

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.25h; Reduction;85%
methyl 1-naphthylacetate
2876-78-0

methyl 1-naphthylacetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-Naphthalen-1-yl-4H-benzo[1,4]thiazin-3-one
131602-98-7

2-Naphthalen-1-yl-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 82%
B n/a
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With potassium hydroxide at 110℃; for 24h; Reagent/catalyst;82%
(4-chloro-phenyl)-acetic acid methyl ester
52449-43-1

(4-chloro-phenyl)-acetic acid methyl ester

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

B

2-(4-chlorophenyl)-1,4-benzothiazin-3-one
4652-24-8

2-(4-chlorophenyl)-1,4-benzothiazin-3-one

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A n/a
B 81%
methyl 2-(3-bromo-4-methoxyphenyl)acetate
19626-36-9

methyl 2-(3-bromo-4-methoxyphenyl)acetate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

2-(3-Bromo-4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
131602-96-5

2-(3-Bromo-4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one

B

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h;A 80%
B n/a

2-Aminobenzenethiol Chemical Properties


IUPAC Name: 2-Aminobenzenethiol
Canonical SMILES: C1=CC=C(C(=C1)N)S
InChI: InChI=1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
InChIKey: VRVRGVPWCUEOGV-UHFFFAOYSA-N
Molecular Weight: 125.19148 [g/mol]
Molecular Formula: C6H7NS
XLogP3-AA: 1.4
H-Bond Donor: 1
H-Bond Acceptor: 1 
EINECS: 205-277-3 
Water Solubility: INSOLUBLE
Sensitive: Stench
Appearance: clear yellow to amber liquid
Melting Point: 23 °C
Index of Refraction: 1.663
Molar Refractivity: 38.66 cm3
Molar Volume: 104.3 cm3
Surface Tension: 53 dyne/cm
Density: 1.2 g/cm3
Flash Point: 95.8 °C
Enthalpy of Vaporization: 47.16 kJ/mol
Boiling Point: 234.9 °C at 760 mmHg
Vapour Pressure: 0.0517 mmHg at 25 °C
Product Categories of 2-Aminobenzenethiol (CAS NO.137-07-5): Phenol & Thiophenol & Mercaptan; Phenoles and thiophenoles; Carbonyl Group Labeling Reagents for Fluorescence HPLC; Fluorescence Detection (HPLC Labeling Reagents); HPLC Labeling Reagents; Analytical Chemistry

2-Aminobenzenethiol Uses

 2-Aminobenzenethiol (CAS NO.137-07-5) is used as an antinematodal agent, as well as an intermediate of belfosdil.

2-Aminobenzenethiol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02532,
rat LDLo oral 500mg/kg (500mg/kg) BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 90, 1969.

2-Aminobenzenethiol Consensus Reports

Reported in EPA TSCA Inventory.

2-Aminobenzenethiol Safety Profile

Hazard Codes: CorrosiveC,DangerousN
Risk Statements: 22-34-50/53-37-20/21/22 
R22:Harmful if swallowed. 
R34:Causes burns. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R37:Irritating to respiratory system 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-60-61-25-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S25:Avoid contact with eyes. 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 1760 8/PG 3
WGK Germany: 3
RTECS: DC0600000
Hazard Note: Corrosive/Stench
HazardClass: 8
PackingGroup of 2-Aminobenzenethiol (CAS NO.137-07-5): III

2-Aminobenzenethiol Specification

  2-Aminobenzenethiol (CAS NO.137-07-5), its Synonyms are 1-Amino-2-mercaptobenzene ; 2-Aminothiophenol ; 2-Mercaptaniline ; 2-Mercaptoaniline ; o-Aminobenzenethiol ; o-Aminothiophenol ; o-Mercaptoaniline ; Benzenethiol, 2-amino- ; Benzenethiol, o-amino- .

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