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1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI)

Product Name
1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI)
CAS No.
181867-19-6
Chemical Name
1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI)
Synonyms
3-methylbenzimidazole-5-carbaldehyde;1-Methylbenzimidazole-6-carbaldehyde;3-methyl-5-benzimidazolecarboxaldehyde;1-Methyl-1h-benzimidazole-6-carboxaldehyde;1-Methyl-1H-1,3-benzodiazole-6-carbaldehyde;1H-Benzimidazole-6-carboxaldehyde, 1-methyl-;1-Methyl-1H-benzo[d]imidazole-6-carbaldehyde;1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI)
CBNumber
CB81089699
Molecular Formula
C9H8N2O
Formula Weight
160.17
MOL File
181867-19-6.mol
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1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI) Property

Boiling point:
336.9±34.0 °C(Predicted)
Density 
1.21±0.1 g/cm3(Predicted)
pka
4.41±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M223153
Product name
1-Methyl-1H-benzo[D]imidazole-6-carbaldehyde
Packaging
50mg
Price
$175
Updated
2021/12/16
AK Scientific
Product number
W3947
Product name
1-Methyl-1H-benzo[d]imidazole-6-carbaldehyde
Packaging
250mg
Price
$384
Updated
2021/12/16
Matrix Scientific
Product number
073419
Product name
1-Methyl-1H-benzo[d]imidazole-6-carbaldehyde
Purity
95+%
Packaging
250mg
Price
$878
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0078016
Product name
1H-BENZIMIDAZOLE-6-CARBOXALDEHYDE, 1-METHYL-
Purity
95.00%
Packaging
250MG
Price
$1543.08
Updated
2021/12/16
Matrix Scientific
Product number
073419
Product name
1-Methyl-1H-benzo[d]imidazole-6-carbaldehyde
Purity
95+%
Packaging
1g
Price
$1956
Updated
2021/12/16
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1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI) Chemical Properties,Usage,Production

Synthesis

64-18-6

64910-49-2

181867-19-6

(d) Synthesis of 1-methyl-1H-benzimidazole-6-carbaldehyde: 4-amino-3-(methylamino)benzonitrile (0.40 g, 2.72 mmol) was dissolved in formic acid (9 mL) and the mixture was heated to 100 °C and maintained for 2 hours. After the reaction was completed, the mixture was cooled to room temperature, nickel ruanne (0.4 g) and water (2 mL) were added, and the mixture was again heated to 100 °C and maintained for 1 hour. Subsequently, the reaction mixture was filtered through diatomaceous earth while hot, the filter cake was washed with methanol, the filtrates were combined and concentrated under reduced pressure. Water (1 mL) was added to the concentrated residue and saturated sodium bicarbonate solution was added slowly and dropwise to neutral. The precipitated solid was collected by filtration, washed with water and dried to afford 1-methyl-1H-benzimidazole-6-carbaldehyde (0.412 g, 95% yield) as a tan solid, which was used directly in the subsequent reaction.1H NMR (CDCl3) data: δ 10.12 (s, 1H), 8.05 (s, 1H), 8.00 (d, J = 0.8 Hz, 1H), and 7.92 (d, J = 8.0 Hz, 1H), 7.84 (dd, J = 1.2, 8.0 Hz, 1H), 3.94 (s, 3H).

References

[1] Patent: WO2005/82901, 2005, A1. Location in patent: Page/Page column 40

1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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