26530-93-8|1-Methyl-1H-benzo[d]imidazol-6-amine| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 26530-93-8 ] Purity: 98% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 26530-93-8 ]

CAS No. :	26530-93-8
Formula :	C₈H₉N₃
M.W :	147.18
SMILES Code :	NC1=CC=C2C(N(C)C=N2)=C1
MDL No. :	MFCD09764050
InChI Key :	AYZALFCBEKQGRT-UHFFFAOYSA-N
Pubchem ID :	13680283

Safety of [ 26530-93-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Application In Synthesis of [ 26530-93-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 26530-93-8 ]

[ 26530-93-8 ] Synthesis Path-Downstream 1~35

1
[ 5381-79-3 ]
[ 26530-93-8 ]

Yield	Reaction Conditions	Operation in experiment
	With palladium on activated charcoal; hydrogen; at 20℃; under 760.051 Torr; for 16h;	Palladium on carbon (0.300 g, 2.82 mmol) was added to a solution of 1-methyl-6- nitro-1H-benzo[d]imidazole (1.00 g, 5.64 mmol) in methanol (10 mL). The mixture was sparged under an atmosphere of of hydrogen (1 atm) and stirred at ambient temperature for 16 hours. The mixture was sparged under nitrogen, filtered through a CELITE pad, and the solids were washed with methanol. The combined filtrates were concentrated in vacuo to provide the title compound.

References: [1]Collection of Czechoslovak Chemical Communications,1989,vol. 54,p. 713 - 724.
[2]Magnetic Resonance in Chemistry,2009,vol. 47,p. 100 - 104.
[3]Patent: WO2017/155816,2017,A1 .Location in patent: Page/Page column 89.

2
[ 103248-15-3 ]
[ 26530-93-8 ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1985,vol. 24,p. 889 - 892.

3
[ 3076-56-0 ]
[ 26530-93-8 ]
[ 135939-43-4 ]

References: [1]Heterocycles,1991,vol. 32,p. 1003 - 1012.

4
[ 26530-93-8 ]
[ 88-65-3 ]
N-(1-methyl-indazol-6-yl)anthranilic acid [ No CAS ]

References: [1]Synthetic Communications,1995,vol. 25,p. 2443 - 2448.

6
[ 1009330-41-9 ]
[ 26530-93-8 ]
C₁₉H₁₇N₇O [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 4363 - 4368.

7
[ 94-52-0 ]
[ 26530-93-8 ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1985,vol. 24,p. 889 - 892.

8
[ 26530-93-8 ]
[ 135939-45-6 ]

References: [1]Heterocycles,1991,vol. 32,p. 1003 - 1012.

9
[ 26530-93-8 ]
[ 135939-44-5 ]

References: [1]Heterocycles,1991,vol. 32,p. 1003 - 1012.

10
(E)-1-acetyl-3-(ethoxy-phenyl-methylene)-indolin-2-one [ No CAS ]
[ 26530-93-8 ]
[ 245545-79-3 ]

Yield	Reaction Conditions	Operation in experiment
54%	With sodium hydroxide; In methanol; N,N-dimethyl-formamide;	3.2 3-{(Z)-1-[(1-methyl-benzimidazol-6-yl)amino]-1-phenylmethylidene}-2-indolinone Prepared from 1-acetyl-3-{1-ethoxy-1-phenylmethylidene}-2-indolinone and 2 equivalents of 6-amino-1-methyl-benzimidazole, melting point 163-165° C., in DMF followed by treatment with 1N sodium hydroxide solution in MeOH. Yield: 54percent of theory; Melting point: 298-300° C.; C23 H18 N4 O; Calc.: C, 75.39; H, 4.95; N, 15.29; Found: 75.16; 5.00; 15.18; Calc.: molar peak M+ =366; Found: molar peak M+ =366.

References: [1]Patent: US6043254,2000,A .

11
[ 582325-06-2 ]
[ 26530-93-8 ]
[ 744261-45-8 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2008,vol. 18,p. 5609 - 5613.

12
[ 1403888-69-6 ]
[ 26530-93-8 ]
[ 1403886-39-4 ]

References: [1]Patent: WO2012/143143,2012,A1 .

13
[ 1403888-69-6 ]
[ 26530-93-8 ]
C₂₇H₂₄N₆O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In 1,4-dioxane; methanol; at 140℃; for 0.0833333h;Microwave irradiation;	Example No. 148Preparation of (8-Methoxy-2H-pyrazolo [3 , 4-c] quinolin-4-yl) - (3- methyl-3H-benzoimidazol-5-yl) -amine4-chloro-8-methoxy-2- (4-methoxybenzyl) -2H-pyrazolo [3,4- c]quinoline (0.16 mmol) and l-methyl-lH-benzoimidazol-6-amine (2 eq.,0.3 mmol) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140 °C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 344.1599 g/mol HPLC-MS: analytical method Brt: 1.518 min - found mass: 345.1 (m/z+H)

References: [1]Patent: WO2012/143143,2012,A1 .Location in patent: Page/Page column 256-257.

14
[ 94-52-0 ]
[ 26530-93-8 ]

References: [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 3821 - 3830.

15
[ 5381-79-3 ]
[ 5381-78-2 ]
[ 10394-38-4 ]
[ 26530-93-8 ]

Yield	Reaction Conditions	Operation in experiment
45%; 40%	With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 2h;	General procedure: Procedure B: The nitro-group containing compound was dissolved in MeOH (or a mixture of MeOH and tetrahydrofuran) and then 10percent Pd/C was added. The mixture was stirred at room temperature under hydrogen gas until the starting material had been consumed. The crude mixture was filtered through Celite, washed with methanol, and then concentrated. The product was carried on to the next step without further purification or was purified by column chromatography.

References: [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 3821 - 3830.

16
[ 1442459-00-8 ]
[ 26530-93-8 ]
[ 1442459-23-5 ]

Yield	Reaction Conditions	Operation in experiment
50%	With triethylamine; In dichloromethane; acetonitrile; at 0 - 20℃;	General procedure: Procedure A: The isothiocyanate compound (1 equiv) was added to the solution of amine (1 equiv) in 5 ml of a mixture of dichloromethane and acetonitrile (1:1, v/v). The mixture was cooled to 0°C. Then, triethylamine (2 equiv) was added gradually. The mixture was stirred at 0°C for 15 min, after which stirring was continued at room temperature for 2?10 h. The reaction mixture was concentrated, extracted with dichloromethane, and washed with brine.The organic layer was dried over MgSO4 and purified by column chromatography (MeOH/CH2Cl2) or by preparative TLC (MeOH/CH2Cl2) to afford the desired product.

References: [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 3821 - 3830.

17
[ 53484-16-5 ]
[ 26530-93-8 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium hydroxide; copper(l) chloride; at 100℃; for 5h;Sealed tube;	[0003901 To a stirred solution of compound 1 (0.2 g, 1 eq) in aq. ammonia solution (2 mL), copper chloride (catalytic amount) was added and heated at 100 °C for 5 h in a sealed tube. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was evaporated to dryness. The residue was stirred with 20percent methanol in dichloromethane and filtered. The filtrate was concentrated under reduced pressure to afford title compound 2. LCMS (mlz): 148.00 (M + 1).

References: [1]Patent: WO2016/57834,2016,A1 .Location in patent: Paragraph 000390.

18
[ 5381-79-3 ]
[ 5381-78-2 ]
[ 10394-38-4 ]
[ 26530-93-8 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen;palladium 10% on activated carbon; In methanol;	Powdered potassium hydroxide (5.1g, 92mmol) was added to a solution of 6-nitro-lH- benzoimidazole (3g, 18.4mmol) in acetone (30ml) in an ice bath and stirred for 30 min. Methyl iodide (1.7ml, 27.6mmol) was added and the reaction mixture was stirred for 3 hr at room temperature. The solvent was evaporated under reduced pressure to give a residue to which was added water and ethyl acetate. The organic layer was separated and washed with water, dried and concentrated to dryness to yield a mixture of 1- methyl-6-nitro-lH-benzoimidazole and l-methyl-5-nitro-lH-benzoimidazole (3.2g, 98percent) as oil. The mixture of isomers (3.2g, 18.07mmol) was dissolved in methanol (50ml) and hydrogenated at atmospheric pressure over 10percent Pd-C (300mg) until no further gas uptake was observed. The reaction mixture was then filtered over celite and concentrated to yield a mixture of l-methyl-lH-benzimidazol-5-yl amine and 3-methyl- 3H-benzimidazol-5-yl amine (2.53g, 95percent) as solid. The mixture was used in the next stage without purification.

References: [1]Patent: WO2006/123145,2006,A1 .Location in patent: Page/Page column 53.

19
[ 51-17-2 ]
[ 74-88-4 ]
[ 10394-38-4 ]
[ 26530-93-8 ]

Yield	Reaction Conditions	Operation in experiment
		Granular tin, 16 g (0.135 mol), was added to 100 mL of concentrated aqueous HCl, and 8.85 g (0.05 mol) of isomer mixture 2/3 was carefully added in portions. The addition of each portion was accompanied by vigorous reaction with strong heat evolution. When the addition was complete, the hot transparent solution was separated by decanting from the tin residue. After cooling, tin salt of 4/5 precipitated and was filtered off and dispersed in 200 mL of propan-2-ol, solid potassium hydroxide was added until weakly alkaline reaction, the precipitate of Sn(OH)2 was filtered off, and the filtrate was evaporated to dryness. The residue, light brown crystals of isomeric amines 4 and 5, was used in the next step without purification. Yield 6.55 g (89percent), mp 113-114°C. IR spectrum, nu, cm?1: 3376 (NH2, asym.), 3203 (NH2, sym.). 1H NMR spectrum, delta, ppm: isomer 4: 3.81 s (3H, NCH3), 6.62 s (2H, NH2), 6.77 d (1H, 6-H, J = 8.4 Hz), 6.86 d (1H, 7-H, J = 8.4 Hz), 7.30 s (1H, 4-H), 8.49 s (1H, 2-H); isomer 5: 3.69 s (3H, NCH3), 6.59 s (2H, NH2), 6.77 s (1H, 7-H), 6.86 d (1H, 5-H, J = 8.4 Hz), 7.38 d (1H, 4-H, J = 8.4 Hz), 8.08 s (1H, 2-H). Found, percent: C 64.95; H 5.91; N 28.67. C8H9N3. Calculated, percent: C 65.29; H 6.16; N 28.55.

References: [1]Russian Journal of Organic Chemistry,2017,vol. 53,p. 547 - 549.
Zh. Org. Khim.,2017,vol. 53,p. 541 - 544.

20
[ 99-56-9 ]
[ 26530-93-8 ]