5-Amino-2-benzimidazolethiol supplier

Name
5-Amino-2-benzimidazolethiol
EINECS 220-574-8
CAS No. 2818-66-8
Article Data9
CAS DataBase
Density 1.48 g/cm³
Solubility
Melting Point 240-244 °C(lit.)
Formula C₇H₇N₃S
Boiling Point 356.8 °C at 760 mmHg
Molecular Weight 165.219
Flash Point 169.6 °C
Transport Information
Appearance off-white to light yellow crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Benzimidazolethiol,5(or 6)-amino- (6CI,7CI);2-Benzimidazolethiol, 5-amino- (8CI);5-Amino-2-benzimidazolethiol;5-Amino-2-mercaptobenzimidazole;6-Amino-2-mercaptobenzimidazole;NSC 3984;
PSA 93.50000
LogP 2.01500

Synthetic route

: 6325-91-3
5-nitro-2-mercaptobenzimidazole

: 2818-66-8
5-amino-2-mercaptobenzimidazole

Conditions

Conditions	Yield
With hydrogenchloride; iron In ethanol; water	80%
With hydrogenchloride; iron In ethanol; water	80%
Stage #1: 5-nitro-2-mercaptobenzimidazole With hydrogenchloride; zinc In methanol; water at 20℃; for 0.5 - 2h; Stage #2: With potassium carbonate In methanol; water for 1h; pH=9 - 10; Product distribution / selectivity; Heating / reflux;	65%

: 1146953-82-3
hexakis[(4-formyl-2-methoxy)phenoxy]cyclotriphosphazene

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: hexa[2-methoxy-4-(2-mercapto-benzimidazol-5-yl-iminomethyl)phenoxy]cyclotriphosphazene

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	100%

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 3-(2-mercapto-1H-benzo[d]imidazol-5-yl)-2-(4-(trifluromethyl)phenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reagent/catalyst; Solvent; Reflux;	98%

...Expand

: 2-(naphthalene-2-sulfonyloxy)-benzaldehyde

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 2-[(2-sulfanyl-1H-benzo[d]imidazol-5-yl)iminomethyl]phenyl naphthalene-2-sulfonate

Conditions

Conditions	Yield
With acetic acid for 2h; Reflux;	98%

: 68-11-1
mercaptoacetic acid

: 105-07-7
4-cyanobenzaldehyde

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 4-(3-(2-mercapto-1H-benzo[d]imidazol-5-yl)-4-oxothiazolidin-2-yl)benzonitrile

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	96%

...Expand

: 68-11-1
mercaptoacetic acid

: 552-89-6
2-nitro-benzaldehyde

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 3-(2-mercapto-1H-benzo[d]imidazol-5-yl)-2-(2-nitrophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	93%

...Expand

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 5071-61-4
5-phenyl-1H-pyrazole-3-carboxylic acid

: N-(2-mercaptobenzimidazol-5-yl)-5-phenyl-3-pyrazole carboxamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide for 4 - 10h; Reflux; Inert atmosphere;	92%

: 99-61-6
3-nitro-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 3-(2-mercapto-1H-benzo[d]imidazol-5-yl)-2-(3-nitrophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	91%

...Expand

: 1443380-69-5
hexa(4-bromo-2-formylphenoxy)cyclotriphosphazene

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: hexa[4-bromo-2-(2-mercapto-benzimidazol-5-yliminomethyl)phenoxy]cyclotriphosphazene

Conditions

Conditions	Yield
With formic acid In tetrahydrofuran at 20℃; for 24h;	90.2%

: 621-59-0
isovanillin

: 4971-56-6
tetrahydrofuran-2,4-dione

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 10-(3-hydroxy-4-methoxyphenyl)-2-sulfanyl-6,7,9,10-tetrahydro-1H-furo[3,4-b]imidazo[4,5-f]quinolin-9-one

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	90%

...Expand

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 172152-53-3
5-(1H-pyrrol-1-yl)-1H-benzo[d]imidazole-2-thiol

Conditions

Conditions	Yield
With sodium acetate In acetic acid at 50℃; for 4h; Product distribution / selectivity;	85%
Stage #1: cis,trans-2,5-dimethoxytetrahydrofuran; 5-amino-2-mercaptobenzimidazole With acetic acid at 50℃; for 4h; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 5℃; Product distribution / selectivity;	85%
With acetic acid

: 1443380-71-9
hexa(4-chloro-2-formylphenoxy)cyclotriphosphazene

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: hexa[4-chloro-2-(2-mercapto-benzimidazol-5-yliminomethyl)phenoxy]cyclotriphosphazene

Conditions

Conditions	Yield
With formic acid In tetrahydrofuran at 20℃; for 24h;	85%

: 83-38-5
2,6-dichlorobenzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(2,6-dichlorophenyl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: 2,6-dichlorobenzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reagent/catalyst; Solvent; Reflux;	83%

...Expand

: 24424-99-5
di-tert-butyl dicarbonate

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 2-mercapto-5-(tert-butoxycarbonyl)aminobenzimidazole

Conditions

Conditions	Yield
In tetrahydrofuran	80%
In tetrahydrofuran	80%

: 111-64-8
n-octanoic acid chloride

: 2818-66-8
5-amino-2-mercaptobenzimidazole

A: 109869-57-0
2-mercapto-5-octanamidobenzimidazole

B: 1,5-bis(5-octanamido-2-benzimidazoylthio)pentane

Conditions

Conditions	Yield
In ISOPROPYLAMIDE; water; acetonitrile	A 80% B n/a
In ISOPROPYLAMIDE; water; acetonitrile	A 80% B n/a

...Expand

: 120-57-0
piperonal

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(1,3-benzodioxol-5-yl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepine-6-one

Conditions

Conditions	Yield
Stage #1: piperonal; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	80%

...Expand

: 67713-23-9
2,6-dibromobenzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(2,6-dibromophenyl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: 2,6-dibromobenzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	80%

...Expand

: 17422-74-1
3-Formylchromone

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: C17H13N3O2S

Conditions

Conditions	Yield
In methanol Reflux;	80%

: 104-87-0
4-methyl-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(4-methylphenyl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: 4-methyl-benzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	79%

...Expand

: 68-11-1
mercaptoacetic acid

: 100-10-7
4-dimethylamino-benzaldehyde

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-[4-(dimethylamino)phenyl]-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepine-6-one

Conditions

Conditions	Yield
Stage #1: 4-dimethylamino-benzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	79%

...Expand

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 1392322-70-1
5-bromo-2-mercapto-5,7-dihydrospiro(imidazo[4',5':4,5']benzo[1,2-e][1,4]thiazepine-9,3'-indoline)-2',6(1H)-dione

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 80℃; for 24h;	78%

...Expand

: 105-56-6
ethyl 2-cyanoacetate

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 1446427-77-5
2-cyano-N-(2-mercapto-1H-benzo[d]imidazol-5-yl)acetamide

Conditions

Conditions	Yield
In ethanol for 5h; Reflux;	78%

: 100-52-7
benzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-phenyl-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: benzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	78%

...Expand

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: (E)-5-(((2-hydroxynaphthalen-1-yl)methylene)amino)-1H-benzo[d]imidazole-2(3H)-thione

Conditions

Conditions	Yield
In ethanol at 80℃; for 4h;	78%

: 79-03-8
propionyl chloride

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 2-mercapto-5-propanamidobenzimidazole

Conditions

Conditions	Yield
With sodium hydroxide In ISOPROPYLAMIDE; water; acetonitrile	77%
With sodium hydroxide In ISOPROPYLAMIDE; water; acetonitrile	77%

: 68-11-1
mercaptoacetic acid

: 529-20-4
2-methylphenyl aldehyde

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(2-methylphenyl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: 2-methylphenyl aldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	77%

...Expand

: 89-98-5
2-chloro-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(2-chlorophenyl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: 2-chloro-benzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	77%

...Expand

: 91-56-5
indole-2,3-dione

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 1392322-68-7
2-mercapto-5,7-dihydrospiro(imidazo[4',5':4,5']benzo[1,2-e][1,4]thiazepine-9,3'-indoline)-2',6(1H)-dione

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 80℃; for 24h;	75%

...Expand

: 123-08-0
4-hydroxy-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 9-(4-hydroxyphenyl)-2-sulfanyl-5,6,7,9-tetrahydro-1H-imidazo[4',5':4,5]benzo[e][1,4]thiazepin-6-one

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-benzaldehyde; 5-amino-2-mercaptobenzimidazole With toluene-4-sulfonic acid In toluene for 1h; Michael Addition; Reflux; Stage #2: mercaptoacetic acid In toluene for 23h; Reflux;	75%

...Expand

: 17630-76-1
5-chloroindole 2,3-dione

: 68-11-1
mercaptoacetic acid

: 2818-66-8
5-amino-2-mercaptobenzimidazole

: 1392322-69-8
5-chloro-2-mercapto-5,7-dihydrospiro(imidazo[4',5':4,5']benzo[1,2-e][1,4]thiazepine-9,3'-indoline)-2',6(1H)-dione

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 80℃; for 24h;	74%

...Expand

5-Amino-2-benzimidazolethiol Chemical Properties

Molecular Formula: C₇H₇N₃S

Formula Weight: 165.22
mp : 240-244 ^°C(lit.)
Index of Refraction: 1.794
Flash Point: 169.6 ^°C
Boiling Point: 356.8 ^°C at 760 mmHg
Density of 5-Amino-2-benzimidazolethiol (2818-66-8): 1.48 g/cm³
Vapour Pressure: 2.85E-05 mmHg at 25^°C
Physical State of 5-Amino-2-benzimidazolethiol (2818-66-8): Crystalline powder
Color of 5-Amino-2-benzimidazolethiol (2818-66-8): off-white to light yellow

5-Amino-2-benzimidazolethiol Toxicity Data With Reference

Harmful by inhalation, in contact with skin and if swallowed.
LD₅₀/LC₅₀: Not available.
Carcinogenicity: 5-Amino-2-benzimidazolethiol (2818-66-8) - Not listed by ACGIH, IARC, or NTP.

5-Amino-2-benzimidazolethiol Safety Profile

Safety: IRRITA
Hazard Codes : Xi (Irritant)
Risk Statements : 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements : 26-36 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing)
WGK Germany : 3

5-Amino-2-benzimidazolethiol Specification

Storage: Store in a tightly closed container. Store in a cool, dry place.
Handling: Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Keep container tightly closed. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Use with adequate ventilation. Wash clothing before reuse.

Product Name

5-Amino-2-benzimidazolethiol

Synthetic route

5-Amino-2-benzimidazolethiol Chemical Properties

5-Amino-2-benzimidazolethiol Toxicity Data With Reference

5-Amino-2-benzimidazolethiol Safety Profile

5-Amino-2-benzimidazolethiol Specification

Related Products

Hot Products