| Identification | More | [Name]
5-Amino-1,3,4-thiadiazole-2-thiol | [CAS]
2349-67-9 | [Synonyms]
2-ACETYLAMINO-5-MERCAPTO-1,3,4-THIADIAZOLE
ACETYLAMINE(2-)-5-MERCAPTO-1,3,4-THIADAZOLE
EAMTD
1,3,4-Thiadiazole-2(3H)-thione, 5-amino-
1,3,4-Thiadiazole-2-thiol, 5-amino-
2-Amino-1,3,4-thiadiazole-5-mercaptan
2-Amino-1,3,4-thiadiazole-5-thiol
2-Amino-5-mercapto-1,3,4-thiadiazole(AMTD)
2-Amino-5-mercaptothiadiazole
2-amino-delta(2)-1,3,4-thiadiazoline-5-thione
2-Amino-delta2-1,3,4-thiadiazoline-5-thione
2-Mercapto-5-amino-1,3,4-thiadiazole
2-Thiol-5-amino-1,3,4-thiadiazole
3,4-Thiadiazole-2(3H)-thione,5-amino-1
4-thiadiazole-2(3h)-thione,5-amino-3
4-thiadiazole-2-thiol,5-amino-3
5-amino-1,3,4-thiadiazole-2(3h)-thione
5-Amino-1,3,4-thiadiazoline-2-thione
5-Amino-2-mercapto-1,3,4-thiadiazole
5-Amino-2-thiol-1,3,4-thiadiazole | [EINECS(EC#)]
219-078-4 | [Molecular Formula]
C2H3N3S2 | [MDL Number]
MFCD00128160 | [Molecular Weight]
133.2 | [MOL File]
2349-67-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White or pale yellow to cream powder | [Melting point ]
235 °C (dec.)(lit.)
| [Boiling point ]
242.3±23.0 °C(Predicted) | [density ]
1.503 (estimate) | [refractive index ]
1.5800 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
2g/l | [form ]
Powder | [pka]
7.80±0.20(Predicted) | [color ]
White or pale yellow to cream | [PH]
3.9 (2g/l, H2O, 20℃) | [Water Solubility ]
insoluble | [BRN ]
81728 | [InChI]
1S/C2H3N3S2/c3-1-4-5-2(6)7-1/h(H2,3,4)(H,5,6) | [InChIKey]
GDGIVSREGUOIJZ-UHFFFAOYSA-N | [SMILES]
Nc1nnc(S)s1 | [CAS DataBase Reference]
2349-67-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-5-mercapto-1,3,4-thiadiazole(2349-67-9) | [EPA Substance Registry System]
2349-67-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P301+P312+P330-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [RTECS ]
XI4550000
| [F ]
9-13-23 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Inactive | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Ammonium thiocyanate-->Hydrazine sulfate-->Calcium phosphate-->2-Mercapto-5-methyl-1,3,4-thiadiazole-->Hydrazodicarbothioamide-->RHENIUM-->Carbon disulfide-->thiosemicarbazide | [Preparation Products]
2-(ACETAMIDO)-5-(CHLOROSULFONYL)-1,3,4-THIADIAZOLE-->2-Acetylamino-5-mercapto-1,3,4-thiadiazole-->2-Amino-1,3,4-thiadiazole-->2-AMINO-5-(METHYLTHIO)-1,3,4-THIADIAZOLE-->5-{[(4-methylphenyl)methyl]sulfanyl}-1,3,4-thiadiazol-2-amine-->5-(Isopropylthio)-1,3,4-thiadiazol-2-amine-->ethyl N-(5-sulfanyl-1,3,4-thiadiazol-2-yl)carbamate-->ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE |
| Hazard Information | Back Directory | [Chemical Properties]
White or pale yellow to cream powder | [Uses]
5-Amino-1,3,4-thiadiazole-2-thiol is a thiadiazole derivative with antibacterial acitivity used in the preparation of herbicides as well as carbonic anhydrase inhibitors. | [Synthesis]
2-Amino-5-mercapto-1,3,4-thiadiazole was synthesized as follows: in a three-necked flask equipped with a stirrer, 5.5 g (0.06 mol) of aminothiourea, 20 mL of N,N-dimethylformamide (DMF), and 3 mL (0.1 mol) of carbon disulfide were added sequentially. The reaction mixture was heated to reflux and maintained for 4 hours. After completion of the reaction, the mixture was cooled to room temperature. To the reaction mixture was added 40 mL of 2 mol/L sodium hydroxide solution followed by decolorization. After decolorization, concentrated hydrochloric acid was slowly added to acidic conditions to precipitate the crude product. The crude product was purified by recrystallization from 50% ethanol to give 5.7 g of bright yellow needle-like crystals of 2-amino-5-mercapto-1,3,4-thiadiazole in 67.4% yield. | [References]
[1] Journal of Chemical Research, 2010, # 11, p. 619 - 621
[2] Chemical Biology and Drug Design, 2012, vol. 80, # 4, p. 598 - 604
[3] European Journal of Medicinal Chemistry, 2006, vol. 41, # 8, p. 918 - 924
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 2, p. 241 - 246
[5] Chemical Biology and Drug Design, 2013, vol. 81, # 5, p. 666 - 673 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)MS
5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)1HNMR
5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)13CNMR
5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)IR1
5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)IR2
5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)Raman
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