1779-81-3

Basic information

• Product Name: 2-Amino-2-thiazoline
• Synonyms: 4,5-DIHYDRO-2-THIAZOLAMINE;4,5-DIHYDRO-THIAZOL-2-YLAMINE;2-AMINOTHIAZOLINE;2-AMINO-2-THIAZOLINE;AURORA KA-679;S,N-ETHYLENEISOTHIOUREA;2-amino-2-thiazolin;2-iminothiazolidine
• CAS NO: 1779-81-3
• Molecular Formula: C₃H₆N₂S
• Molecular Weight: 102.16
• EINECS: 217-224-1
• Product Categories: VARIOUSAMINE;Amines;Miscellaneous Reagents;Sulfur & Selenium Compounds
• Mol File: 1779-81-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 79-82 °C(lit.)
• Boiling Point: 221.8 °C at 760 mmHg
• Flash Point: 87.9 °C
• Appearance: White to off-white/Crystalline Powder
• Density: 1.139 (estimate)
• Vapor Pressure: 0.105mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.04±0.10(Predicted)
• Water Solubility: Soluble in water.
• BRN: 105367
• CAS DataBase Reference: 2-Amino-2-thiazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-2-thiazoline(1779-81-3)
• EPA Substance Registry System: 2-Amino-2-thiazoline(1779-81-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: XJ6540000
• F: 9
• TSCA: Yes
• Hazardous Substances Data: 1779-81-3(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Uses

2-Amino-2-thiazoline is used as radiation protectants.

Definition

ChEBI: A 1,3-thiazole that is 4,5-dihydro-1,3-thiazole substituted by an amino group at position 2.

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 5667, 1957 DOI: 10.1021/ja01578a022

InChI:InChI=1/C3H6N2S.H2O4S/c4-3-5-1-2-6-3;1-5(2,3)4/h1-2H2,(H2,4,5);(H2,1,2,3,4)/p-2

Upstream product

• 19975-56-5 2-methylsulfanyl-4,5-dihydrothiazoline 
• 151-56-4 ethyleneimine 
• 17356-08-0 thiourea 
• 2576-47-8 2-bromoethylamine hydrobromide 
• 132607-11-5 3-(3-(2-mercaptoethyl)guanidino)propanol 
• 151-16-6 S-(2-aminoethyl)isothiourea 
• 7732-18-5 water 
• 19767-44-3 1-(2-mercaptoethyl)guanidine hydrochloride 
• 1190-74-5 N-(2-mercaptoethyl)guanidine 
• 6099-88-3 2-Chloroethyl isothiocyanate 
• 870-24-6 2-chloroethanamine hydrochloride 
• 1147550-11-5 ammonium thiocyanate 
• 151-50-8 potassium cyanide 
• 60-23-1 Cysteamine 

Downstream Products

• 93323-75-2 3-benzoyl-2-benzoylimino-thiazolidine 
• 664371-61-3 N-acetyl-sulfanilic acid-[3-(N-acetyl-sulfanilyl)-thiazolidin-2-ylidenamide] 
• 69559-24-6 4-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis-(phenylmethylene)-2H-thiopyran-4-ol,-1,1-dioxide 
• 69559-21-3 4-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis-(phenylmethylene)-2H-thiopyran-4-ol 
• 73785-63-4 ethyl P-phenyl-N-(2-thiazolidinylidene)phosphonamidate 
• 32084-47-2 2,3-dihydro-4H-thiazole<2,3-a>pyrimidin-7-one 
• 64997-47-3 5,6-bis-(4-chloro-phenyl)-2,3-dihydro-imidazo[2,1-b]thiazole 
• 82266-83-9 2-(4-Methoxy-phenyl)-6,7-dihydro-thiazolo[3,2-a][1,3,5]triazin-4-one 
• 24736-19-4 3,4-diphenyl-6,7-dihydro-imidazo[2,1-b][1,3]thiazole 
• 131534-98-0 3-phenylsulfenyl-2-phenylsulfenyliminothiazolidine 
• 92754-18-2 6-(4-Methoxy-phenyl)-2,3-dihydro-imidazo[2,1-b]thiazole 
• 136498-24-3 5-Amino-7-(2-nitro-phenyl)-2,3-dihydro-7H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 
• 141722-28-3 Methyl N-(2-iminothiazolidin-3-ylacetyl)carbamate hydrochloride 
• 63012-90-8 7-amino-2,3-dihydro-5H-thiazolo<3,2-a>-pyrimidin-5-one 

Relevant articles and documents

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Easy access to thiazolines and thiazines via tandem S-alkylation- cyclodeamination of thioamides/haloamines

This is the first report of a facile synthesis of thiazolines and thiazines from a self-catalyzed, water assisted tandem S-alkylation-cyclodeamination reaction of thioamides/haloamines. The reaction is clean and efficient with simple product work-up, and is applicable to a variety of substrates.

Solvolysis of 2-amino-2-thiazoline derivatives by aliphatic amino alcohols

The opening of the thiazoline ring upon the action of amino alcohols was studied. The effects of the reagent ratio and structures of the heterocycles and amino alcohols on aminolysis were investigated. A new method was developed for the preparative synthesis of a series of N′-(hydroxyalkyl)-2-guanidinoalkanethiols.