All Photos(1)
Linear Formula:
H2NC6H3(Cl)SH
CAS Number:
Molecular Weight:
159.64
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
96%
mp
56-61 °C (lit.)
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. It undergoes oxidation in the presence of 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)] to form the corresponding symmetrical disulfide.
Application
2-Amino-4-chlorobenzenethiol may be used in the synthesis of:
- 2,3-dihydro-1,5-benzothiazepin-4-(5H)-ones
- 8-chloro-1-azaphenothiazine
- 5-chloro-2-(4-methoxyphenyl)-2,3-dihydro-1,3,2-benzothiazaphosphole 2-sulfide
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
SUBSTITUTED 2,3-DIHYDRO-1,5-BENZOTHIAZEPIN-4(5H)-ONES AND 3,4-DIHYDRO-2-PHENYL-(2H)-1,6-BENZOTHIAZOCIN-5(6H)-ONES.
J KRAPCHO et al.
Journal of medicinal chemistry, 6, 544-546 (1963-09-01)
"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)
Base-free oxidation of thiols to disulfides using selenium ionic liquid.
Thurow S, et al.
Tetrahedron Letters, 52(5), 640-643 (2011)
Efficient synthesis of heterophosphole-2-sulfides by solvent-free microwave reaction.
Seijas JA, et al.
Tetrahedron, 66(41), 8210-8213 (2010)
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