22706-11-2

Basic information

• Product Name: 4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: RARECHEM BG FB 0106;IFLAB-BB F0311-0776;BUTTPARK 9\07-04;ASISCHEM V00530;AKOS BBS-00004177;AKOS TOT-0017;4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOL-3-YL HYDROSULFIDE;4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL
• CAS NO: 22706-11-2
• Molecular Formula: C₈H₈N₄S
• Molecular Weight: 192.24
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Triazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 22706-11-2.mol

Chemical Properties

• Melting Point: 195 °C (dec.)(lit.)
• Boiling Point: 309.4 °C at 760 mmHg
• Flash Point: 140.9 °C
• Appearance: /
• Density: 1.47 g/cm³
• Vapor Pressure: 0.000643mmHg at 25°C
• Refractive Index: 1.762
• PKA: 8.49±0.20(Predicted)
• CAS DataBase Reference: 4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(22706-11-2)
• EPA Substance Registry System: 4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL(22706-11-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 22706-11-2(Hazardous Substances Data)

Usage

Preparation

Synthesis of 4[amino]-5-phenyl-4H-1,2,4-triazole-3-thiol: A suspension of potassium salt dithiocarbazinate (4.44g, 0.02M), hydrazine hydrate (2ml, 0.04M) and water (80ml) was refluxed for 3 hrs. The color of the reaction mixture changed to green, hydrogen sulphide was evolved and a homogenous solution resulted. A white solid was precipitated by dilution with cold water (100ml) and acidification with concentrated hydrochloric acid. The product was filtered, washed with cold water (2×30 ml) and recrystallised from ethanol in 42 % yield. Melting point : 198 -200°C.IR (KBr cm-1): 943 (N-C-S str), 1278 (N-N-C str), 3365(N-H str), 696 (C-S str), 3082 (Ar CH str), 1446 (C-N str). NMR (ppm): 7.7 (m, 5H, Ar-H), 7.9 (s, 2H, NH2), 14.6(s, 1H, S-H).

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 13, p. 925, 1976 DOI: 10.1002/jhet.5570130450The Journal of Organic Chemistry, 47, p. 2757, 1982 DOI: 10.1021/jo00135a014

InChI:InChI=1/C8H8N4S/c9-12-7(10-11-8(12)13)6-4-2-1-3-5-6/h1-5H,9H2,(H,11,13)

Upstream product

• 2231-57-4 Thiocarbohydrazide 
• 65-85-0 benzoic acid 
• 74087-90-4 2-Benzoylmethylthio-5-phenyl-1,3,4-oxadiazol 
• 38539-87-6 potassium 3-benzoyldithiocarbazinate 
• 3004-42-0 2-Mercapto-5-phenyl-1,3,4-oxadiazole 
• 31821-78-0 3-(3,4,5-trimetossifenil)-4-ammino-5-mercapto-4H-1,2,4-triazolo 
• 75-15-0 carbon disulfide 
• 613-94-5 benzoic acid hydrazide 
• 74-88-4 methyl iodide 
• 93-89-0 benzoic acid ethyl ester 
• 93-58-3 benzoic acid methyl ester 
• 3004-42-0 5-phenyl-1,3,4-oxadiazole-2(3H)-thione 
• 7449-45-8 methyl N'-benzoylhydrazinocarbodithioate 
• 303109-23-1 benzohydrazide 

Downstream Products

• 169304-24-9 ethyl 2-[(4-amino-5-phenyl-4H-1,2,4-triazol-3-yl)thio]acetate 
• 79074-65-0 3,6-diphenyl<1,2,4>triazolo<3,4-b><1,3,4>thiadiazine 
• 39573-67-6 4-amino-3-methylthio-5-phenyl-1,2,4-triazole 
• 38345-23-2 4-amino-3-phenyl-1,2,4-triazole 
• 114402-22-1 4H-4-amino-5-carboxymethylsulfanyl-3-phenyl-1,2,4-triazole 
• 97035-43-3 5,5'-diphenyl-3,3'-disulfanediyl-bis-[1,2,4]triazol-4-ylamine 
• 114382-18-2 3-phenyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 
• 39602-82-9 6-methyl-3-phenyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 
• 113486-67-2 7H-6-Amino-3-phenyl-s-triazolo<3,4-b><1,3,4>thiadiazine 
• 111828-01-4 (4-amino-5-phenyl-4H-1,2,4-triazol-3-ylsulphanyl)-methylenenitrile 
• 127399-28-4 4-Amino-5-phenyl-3-(S-phenacyl)mercapto-1,2,4-triazole 
• 341520-13-6 4-Amino-3-allylthio-5-phenyl-4H-1,2,4-triazole 
• 341520-14-7 4-Amino-3-(2-methylprop-2-enyl)thio-5-phenyl-4H-1,2,4-triazole 

Relevant articles and documents

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