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5-Methoxy-2-mercaptobenzimidazole
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Name

5-Methoxy-2-mercaptobenzimidazole

 EINECS 253-326-2
CAS No. 37052-78-1 Density 1.38 g/cm3
PSA 72.90000 LogP 2.23410
Solubility Insoluble in water Melting Point 255 °C
Formula C8H8N2OS Boiling Point 309.4 °C at 760 mmHg
Molecular Weight 180.23 Flash Point 140.9 °C
Transport Information N/A Appearance off-white to light yellowish-brown powder
Safety 26-36 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 37052-78-1 (5-Methoxy-2-mercaptobenzimidazole) Hazard Symbols HarmfulXn
Synonyms

1,3-Dihydro-5-methoxy-2H-benzimidazole-2-thione;2-Mercapto-5-methoxy-1H-benzimidazole;2-Mercapto-5-methoxybenzimidazole;5-Methoxy-1H-benzimidazole-2-thiol;5-Methoxy-1H-benzo[d]imidazole-2(3H)-thione;5-Methoxy-1H-benzoimidazole-2-thiol;5-Methoxy-2-benzimidazolethiol;5-methoxy-1H-benzimidazole-2-thiol;5-methoxy-1H-benzo[d]imidazole-2-thiol;1H-benzimidazole-2-thiol, 5-methoxy-;2H-benzimidazole-2-thione, 1,3-dihydro-5-methoxy-;

Article Data 32

5-Methoxy-2-mercaptobenzimidazole Synthetic route

140-89-6

potassium ethyl xanthogenate

102-51-2

4-methoxy-1,2-phenylenediamine

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
In ethanol; water for 8h; Heating;91%
In ethanol at 80℃;
140-92-1

potassium isopropylxanthate

102-51-2

4-methoxy-1,2-phenylenediamine

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.05h; Temperature; Time; Microwave irradiation;90%
75-15-0

carbon disulfide

102-51-2

4-methoxy-1,2-phenylenediamine

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In ethanol72%
With potassium hydroxide In ethanol; water for 6h; Heating;40%
With potassium hydroxide In ethanol for 3h; Heating;
With potassium hydroxide In ethanol for 8h; Reflux;
In ethanol at 60℃; for 5h;
102-51-2

4-methoxy-1,2-phenylenediamine

A

2-[(3,7-Dimethyl-2,6(E)-octadienyl)thio]-5-methoxy-1H-1,3-benzimidazole Monooxalate

2-[(3,7-Dimethyl-2,6(E)-octadienyl)thio]-5-methoxy-1H-1,3-benzimidazole Monooxalate

B

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
With potassium hydroxide In CS2; ethanol; waterA n/a
B 63%
75-15-0

carbon disulfide

5472-37-7

2'-amino-p-acetanisidide

A

37052-78-1

2-Mercapto-5-methoxybenzimidazole

B

84445-85-2

1-acetyl-5-methoxybenzimidazolethiol

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 89h; Ambient temperature;A 11.4%
B 59.1%
37052-80-5

6-methoxy-benzo[4,5]imidazo[2,1-b]thiazol-3-one

A

37052-78-1

2-Mercapto-5-methoxybenzimidazole

B

79938-43-5

2-<(5-methoxy-2-benzimidazolyl)thio>ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 1.3h; Heating;A 18.4%
B 37.3%
119-81-3

4-methoxy-2-nitroacetanilide

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na2S*9H2O / 6 h / Heating
2: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 99 percent / NaOH; KOH / H2O / 0.5 h / Heating
2: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
3: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: H2 / 5percent Pd/C
2: 11.4 percent / dimethylformamide / 89 h / Ambient temperature
View Scheme
51-66-1

4-methoxyacetanilide

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
2: Na2S*9H2O / 6 h / Heating
3: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
2: 99 percent / NaOH; KOH / H2O / 0.5 h / Heating
3: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
4: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
104-94-9

4-methoxy-aniline

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 85 percent / acetic acid / 2 h / 110 °C
2: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
3: Na2S*9H2O / 6 h / Heating
4: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: 85 percent / acetic acid / 2 h / 110 °C
2: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
3: 99 percent / NaOH; KOH / H2O / 0.5 h / Heating
4: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
5: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
96-96-8

4-methoxy-2-nitroaniline

37052-78-1

2-Mercapto-5-methoxybenzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
2: 40 percent / potassium hydroxide / ethanol; H2O / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: hydrazine hydrate / ethanol / 80 °C
2: ethanol / 80 °C
View Scheme

5-Methoxy-2-mercaptobenzimidazole Specification

The 2H-Benzimidazole-2-thione,1,3-dihydro-5-methoxy-, with the CAS registry number 37052-78-1 and EINECS registry number 253-326-2, has the systematic name of 5-methoxy-1H-benzimidazole-2-thiol. It is a kind of off-white to light yellowish-brown powder, and belongs to the following product categories: Benzimidazole; Building blocks; Imidazol & Benzimidazole; (Intermediate of omeprazole); Benzimidazoles; Building Blocks; Heterocyclic Building Blocks. Besides, it is sensitive to air, and insoluble in water. The molecular formula of this chemical is C8H8N2OS.

The physical properties of 2H-Benzimidazole-2-thione,1,3-dihydro-5-methoxy- are as following: (1)ACD/LogP: 1.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.92; (4)ACD/LogD (pH 7.4): 1.92; (5)ACD/BCF (pH 5.5): 16.93; (6)ACD/BCF (pH 7.4): 16.88; (7)ACD/KOC (pH 5.5): 263.68; (8)ACD/KOC (pH 7.4): 262.87; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 47.8 Å2; (13)Index of Refraction: 1.694; (14)Molar Refractivity: 50.11 cm3; (15)Molar Volume: 130.3 cm3; (16)Polarizability: 19.86×10-24cm3; (17)Surface Tension: 67.8 dyne/cm; (18)Density: 1.38 g/cm3; (19)Flash Point: 140.9 °C; (20)Enthalpy of Vaporization: 55.01 kJ/mol; (21)Boiling Point: 309.4 °C at 760 mmHg; (22)Vapour Pressure: 0.000641 mmHg at 25°C.

Uses of 2H-Benzimidazole-2-thione,1,3-dihydro-5-methoxy-: It can react with acetic acid anhydride to produce 1,3-bis(aceto)-5-methoxybenzimidazolin-2-thione. The reaction time is 1 hour with heating, and the yield is about 50%.

2H-Benzimidazole-2-thione,1,3-dihydro-5-methoxy- can react with acetic acid anhydride to produce 1,3-bis(aceto)-5-methoxybenzimidazolin-2-thione

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C2Nc1ccc(OC)cc1N2
(2)InChI: InChI=1/C8H8N2OS/c1-11-5-2-3-6-7(4-5)10-8(12)9-6/h2-4H,1H3,(H2,9,10,12)
(3)InChIKey: KOFBRZWVWJCLGM-UHFFFAOYAA

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