1629-95-4

Basic information

• Product Name: 2-AMINO-5,5-DIMETHYL-5,6-DIHYDROBENZOTHIAZOL-7(4H)-ONE
• Synonyms: 7(4H)-benzothiazolone, 2-amino-5,6-dihydro-5,5-dimethyl-;2-AMino-5,5-diMethyl-5,6-dihydrobenzo[d]thiazol-7(4H)-one;2-amino-5,5-dimethyl-4,6-dihydro-1,3-benzothiazol-7-one
• CAS NO: 1629-95-4
• Molecular Formula: C₉H₁₂N₂OS
• Molecular Weight: 196.2728
• Mol File: 1629-95-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 212 °C(Solv: water (7732-18-5))
• Boiling Point: 357.5 °C at 760 mmHg
• Flash Point: 170 °C
• Appearance: /
• Density: 1.256 g/cm³
• Vapor Pressure: 2.71E-05mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: 2-8°C
• PKA: 3.40±0.40(Predicted)
• CAS DataBase Reference: 2-AMINO-5,5-DIMETHYL-5,6-DIHYDROBENZOTHIAZOL-7(4H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5,5-DIMETHYL-5,6-DIHYDROBENZOTHIAZOL-7(4H)-ONE(1629-95-4)
• EPA Substance Registry System: 2-AMINO-5,5-DIMETHYL-5,6-DIHYDROBENZOTHIAZOL-7(4H)-ONE(1629-95-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 1629-95-4(Hazardous Substances Data)

Usage

General Description

2-Amino-5,5-dimethyl-5,6-dihydrobenzothiazol-7(4H)-one, also known as DMTA, is a chemical compound with the molecular formula C10H12N2OS. It is a benzothiazole derivative with a substituted amino group and methyl groups on the 5th and 5th carbon atoms. DMTA is a pale yellow solid, with a melting point of 179-181°C. It is primarily used as a reagent in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. Additionally, it is also used as a catalyst in certain chemical reactions and as a component in the manufacturing of dyes and pigments. DMTA is known to be a mild irritant and its handling should be done with caution to prevent skin and eye contact.

InChI:InChI=1/C9H12N2OS/c1-9(2)3-5-7(6(12)4-9)13-8(10)11-5/h3-4H2,1-2H3,(H2,10,11)

Upstream product

• 126-81-8 dimedone 
• 17356-08-0 thiourea 
• 1195-91-1 2-bromodimedone 
• 35024-12-5 (4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine 
• 37722-34-2 2-bromo-5,5-dimethyl-3-hydroxycyclohex-2-en-1-one 
• 91054-89-6 2-(4,4-dimethyl-2,6-dioxo-cyclohexyl)-isothiourea; hydrochloride 

Downstream Products

• 10513-25-4 2-chloro-5,5-dimethyl-4,5,6,7-tetrahydrobenzothiazol-7-one 
• 10513-26-5 2-bromo-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one 
• 15090-92-3 2-phenylamino-5,5-dimethyl-4,5,6,7-tetrahydrobenzothiazol-7-one 
• 15091-04-0 2-(morpholin-4-yl)-5,5-dimethyl-4,5,6,7-tetrahydrobenzothiazol-7-one 
• 123973-48-8 2-Amino-5,5-dimethyl-5,6,7,8-tetrahydro-4H-thiazolo<5.4-c>-azepin-8-one 
• 30837-43-5 2-(4-hydroxy-phenylazo)-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one 
• 68695-96-5 2-(4-diethylamino-phenylazo)-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one 
• 57777-36-3 2-(4-bromophenyl)-6,6-dimethyl-6,7-dihydrobenzo[d]imidazo[2,1-b]thiazol-8(5H)-one 
• 25752-12-9 6,6-Dimethyl-2-phenyl-5,7-dihydroimidazo<2,1-b>benzothiazol-8-one 
• 57777-35-2 6,6-dimethyl-2-(4-nitro-phenyl)-6,7-dihydro-5H-benzo[d]imidazo[2,1-b]thiazol-8-one 
• 92491-27-5 2-Acetamido-5,5-dimethyl-4,5,6,7-tetrahydrobenzo-7-thiazolone 

Relevant articles and documents

Synthesis of thiazoles from the reaction of phenyliodonium ylids of cyclic β-dicarbonyl compounds with thioureas

Phenyliodonium ylids of cyclic β-dicarbonyl compounds react with substituted thioureas to form the corresponding thiouronium ylids. The latter, when they have one free amino group, are converted upon heating to fused thiazoles. The reaction can be considered as a modification of the Hantzsch synthesis.

Visible Light-Mediated Coupling of Thioureas and 1,3-Dicarbonyls: Towards a Leaving Group-Free Synthesis of Aminothiazoles

A synthesis of aminothiazoles from various 1,3-dicarbonyls and thioureas without a leaving group has been developed. The reaction is photocatalyzed by tetraiodofluorescein, an organic dye. Under irradiation with green LEDs, a sulfur radical is generated in situ from thiourea, followed by addition to the enol tautomer, forming the aminothiazole backbone. This novel strategy provides a greener alternative to the traditional leaving group protocols, with excellent atom economy. (Figure presented.).

4-(1,3-Thiazol-2-yl)morpholine derivatives as inhibitors of phosphoinositide 3-kinase

4-(1,3-Thiazol-2-yl)morpholine derivatives have been identified as potent and selective inhibitors of phosphoinositide 3-kinase. The SAR data of selected examples are presented and the in vivo profiling of compound 18 is shown to demonstrate the utility of this class of compounds in xenograft models of tumor growth.