Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

541850

Sigma-Aldrich

2-Amino-4-chlorobenzenethiol

96%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
H2NC6H3(Cl)SH
CAS Number:
1004-00-8
Molecular Weight:
159.64
MDL number:
MFCD00792528
UNSPSC Code:
12352100
PubChem Substance ID:
24878564
NACRES:
NA.22

Assay

96%

mp

56-61 °C (lit.)

functional group

chloro

SMILES string

Nc1cc(Cl)ccc1S

InChI

1S/C6H6ClNS/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H2

InChI key

NGIRMPARLVGMPX-UHFFFAOYSA-N

General description

2-Amino-4-chlorobenzenethiol reacts with aromatic aldehydes and cyclohexanecarboxaldehyde to afford the corresponding thiazole and thiazoline derivatives.[1] It undergoes oxidation in the presence of 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)] to form the corresponding symmetrical disulfide.[2]

Application

2-Amino-4-chlorobenzenethiol may be used in the synthesis of:
  • 2,3-dihydro-1,5-benzothiazepin-4-(5H)-ones[3]
  • 8-chloro-1-azaphenothiazine[4]
  • 5-chloro-2-(4-methoxyphenyl)-2,3-dihydro-1,3,2-benzothiazaphosphole 2-sulfide[5]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCJ7234
BCCB5760
BCBW7013
BCBP1849V
BCBL2592V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Efficient synthesis of heterophosphole-2-sulfides by solvent-free microwave reaction.
Seijas JA, et al.
Tetrahedron, 66(41), 8210-8213 (2010)
Base-free oxidation of thiols to disulfides using selenium ionic liquid.
Thurow S, et al.
Tetrahedron Letters, 52(5), 640-643 (2011)
Brajendra S Kusmariya et al.
Journal of molecular modeling, 21(11), 278-278 (2015-10-07)
Three mononuclear coordination complexes of Co(II), Ni(II), and Cu(II) have been synthesized from 2,4-dichloro-6-{(E)-[(5-chloro-2-sulfanylphenyl)imino]methyl}phenol ligand (H 2 L) obtained by simple condensation reaction of 3,5-dichloro-2-hydroxybenzaldehyde and 2-amino-4-chlorobenzenethiol and characterized by elemental analysis, spectral (FT-IR, electronic, and (1)H-NMR), molar conductance, thermal
"On water? organic synthesis: a highly efficient and clean synthesis of 2-aryl/heteroaryl/styryl benzothiazoles and 2-alkyl/aryl alkyl benzothiazolines.
Chakraborti AK, et al.
Green Chemistry, 9(12), 1335-1340 (2007)
10-(Dialkylaminoalkyl)-pyrido [3, 2-b][1, 4] benzothiazine (1-azaphenothiazine) and related compounds.
Yale HL and Sowinski F.
Journal of the American Chemical Society, 80(7), 1651-1654 (1958)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service