39222-73-6

Basic information

• Product Name: 2-AMINO-5-TERT-BUTYL-1,3,4-THIADIAZOLE
• Synonyms: 4-thiadiazol-2-amine,5-(1,1-dimethylethyl)-3;2-AMINO-5-TERT-BUTYL-1,3,4-THIADIAZOLE;1,3,4-THIADIAZOL-2-AMINE, 5-(1,1-DIMETHYLETHYL)-;5-TERT-BUTYL-1,3,4-THIADIAZOL-2-AMINE;5-TERT-BUTYL-[1,3,4]THIADIAZOL-2-YLAMINE;AKOS BBS-00004582;TIMTEC-BB SBB004005;2-Amino-5-tert-butylthiadiazole
• CAS NO: 39222-73-6
• Molecular Formula: C₆H₁₁N₃S
• Molecular Weight: 157.24
• EINECS: 254-364-2
• Product Categories: API intermediates;Heterocyclic Compounds;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Thiadiazoles;Amines;Sulfur & Selenium Compounds
• Mol File: 39222-73-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 183-187 °C(lit.)
• Boiling Point: 272.3°Cat760mmHg
• Flash Point: 118.5°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 0.00612mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Methanol
• PKA: 3.99±0.10(Predicted)
• BRN: 119853
• CAS DataBase Reference: 2-AMINO-5-TERT-BUTYL-1,3,4-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-TERT-BUTYL-1,3,4-THIADIAZOLE(39222-73-6)
• EPA Substance Registry System: 2-AMINO-5-TERT-BUTYL-1,3,4-THIADIAZOLE(39222-73-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/22
• Safety Statements: 22-26-36
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 39222-73-6(Hazardous Substances Data)

Usage

Description

2-Amino-5-tert-butyl-1,3,4-thiadiazole (ABTD) is a thiadiazole derivative characterized by its yellow crystalline solid appearance. It is known for its corrosion-inhibiting properties, particularly in the context of brass in sea water samples.

Uses

Used in Chemical Synthesis:
2-Amino-5-tert-butyl-1,3,4-thiadiazole is used as an intermediate in the production of Buthidazole, a compound with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Amino-5-tert-butyl-1,3,4-thiadiazole is used as a key component in the preparation of several compounds, including:
1. 9H-2,6-di-tert-butyl-9-(2-hydroxyphenyl)-bis(1,3,4-thia-diazolo)[3,2-a:3",2"-d]-1,3,5-triazin-8-ium chloride, which may have applications in the development of new pharmaceuticals.
2. 1,1-dimethyl-3-(5-tert-butyl-1,3,4-thiadiazol-2-yl)urea, a compound that could be utilized in the synthesis of pharmaceuticals with various therapeutic properties.
3. N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-2,4-dihydroxythiobenzamide, which may be involved in the creation of drugs targeting specific medical conditions.
Used in Corrosion Inhibition:
2-Amino-5-tert-butyl-1,3,4-thiadiazole is used as a corrosion inhibitor for brass in sea water samples, providing protection against the damaging effects of corrosion and extending the lifespan of brass components in marine environments.

InChI:InChI=1/C6H11N3S/c1-6(2,3)4-8-9-5(7)10-4/h1-3H3,(H2,7,9)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 79-19-6 thiosemicarbazide 
• 75-98-9 Trimethylacetic acid 
• 630-19-3 pivalaldehyde 
• 5362-74-3 pivalaldehyde N-tosylhydrazone 
• 333-20-0 potassium thioacyanate 
• 42826-42-6 pivalohydrazide 

Downstream Products

• 535-65-9 4-amino-N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide 
• 95502-05-9 N-(5-tert-Butyl-[1,3,4]thiadiazol-2-yl)-4-nitro-benzamidine 
• 312927-51-8 LDN-0063710 
• 1032462-73-9 3-chloro-N-[5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2-yl]-5-[(ethylamino)sulfonyl]-2,4-difluorobenzamide 
• 1032462-78-4 3-chloro-N-[5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2-yl]-5-[(ethylamino)sulfonyl]-2-fluorobenzamide 
• 51508-05-5 2-isocyanato-5-tert-butyl-1,3,4-thiadiazole 
• 328560-92-5 4-(tert-butyl)-N-(5-(tert-butyl)-1,2,4-thiadiazol-2-yl)benzamide 
• 1234316-92-7 (S)-1-(tetrahydro-pyran-4-yl)-pyrrolidine-2-carboxylic acid (5-tert-butyl-1,3,4-thiadiazol-2-yl)-amide 

Relevant articles and documents

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Method for synthesizing 2-methylamino-5-tert-butyl-1,3,4-thiadiazole

The invention provides a method for synthesizing 2-methylamino-5-tert-butyl-1,3,4-thiadiazole. The method comprises the steps that pivalic acid and hydrazine hydrate are taken as raw materials and subjected to a dehydration reaction to obtain an intermediate I; the intermediate I and a vulcanizing agent are subjected to a vulcanization reaction to obtain an intermediate II; the intermediate II issubjected to dehydration and ring closing to obtain an intermediate III; the intermediate III and paraformaldehyde are subjected to a condensation reaction to obtain an intermediate IV; and the intermediate IV is subjected to a reduction reaction to obtain the 2-methylamino-5-tert-butyl-1,3,4-thiadiazole. The problems in the prior art that reaction raw materials are not easy to obtain, the industrial operation is difficult, the reaction process is prone to causing environmental pollution and the like are solved, and the synthetic method which is easy in raw material obtaining, environmentallyfriendly in process and easy to industrialize is provided.

Synthesis of 2-amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via sequential condensation and I2-mediated oxidative C-O/C-S bond formation

2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.