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382485

Sigma-Aldrich

5-Methoxy-2-benzimidazolethiol

99%

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About This Item

Empirical Formula (Hill Notation):
C8H8N2OS
CAS Number:
37052-78-1
Molecular Weight:
180.23
EC Number:
253-326-2
MDL number:
MFCD00134581
UNSPSC Code:
12352100
PubChem Substance ID:
24863899
NACRES:
NA.22

Assay

99%

form

powder

mp

261-263 °C (lit.)

SMILES string

COc1ccc2[nH]c(S)nc2c1

InChI

1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)10-8(12)9-6/h2-4H,1H3,(H2,9,10,12)

InChI key

KOFBRZWVWJCLGM-UHFFFAOYSA-N

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General description

5-Methoxy-2-benzimidazolethiol is a hetercocyclic building block. Iodimetric quantification of 5-methoxy-2-benzimidazolethiol in basic medium has been investigated.

Application

5-Methoxy-2-benzimidazolethiol may be used in the preparation of compounds present as contaminants in omeprazole, such as 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole and 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfonyl]-1H-benzimidazole. It may be used in the synthesis of tris[μ-1,2-bis(diphenylphosphino)ethane]-1:2κ2P:P′;1:3κ2P:P′;2:3κ2P:P′-di-μ-bromido-1:2κ4Br:Br-bromido-3κBr-tricopper(I) acetone hemisolvate.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H317,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

286.9 °F - closed cup

Flash Point(C)

141.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Preparation of Two Impurities of Omeprazole.
Hao L-H, et al.
Chinese Journal of Pharmaceuticals / Chung-kuo i yao kung yeh tsa chih, 2, 008-008 (2009)
Iodimetric determination of 2-benzimidazolethiols and 2-benzothiazoletiols.
Ciesielski W and Krenc A.
Chem. Anal. (Warsaw), 49(4), 577-577 (2004)
Wen-Juan Shi
Acta crystallographica. Section E, Structure reports online, 64(Pt 11), m1411-m1411 (2008-01-01)
In the crystal structure of the title compound, [Cu(3)Br(3)(C(26)H(24)P(2))(3)]·0.5CH(3)COCH(3), two of the Cu centers are bridged by two bromide anions forming a Cu(μ-Br)(2)Cu core, which is further bridged by a 1,2-bis-(diphenyl-phosphino)-ethane (dppe) ligand. The third Cu center is terminally bound

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