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NSC 21402

5-Amino-1,3,4-thiadiazole-2-thiol

CAS: 2349-67-9

Molecular Formula: C2H3N3S2

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NSC 21402 - Names and Identifiers

Name 5-Amino-1,3,4-thiadiazole-2-thiol
Synonyms AMTD
NSC 21402
5-Amino-2-thiol-1,3,4-thiadiazole
5-Amino-1,3,4-thiadiazole-2-thiol
1,3,4-Thiadiazole-2-thiol, 5-amino-
2-Amino-5-mercapto-1,3,4-thiadiazole
5-Amino-2-mercapto-1,3,4-thiadiazole
5-Amino-3H-[1,3,4]thiadiazole-2-thione
5-amino-1,3,4-thiadiazole-2(3H)-thione
1,3,4-Thiadiazole-2(3H)-thione, 5-amino-
ACETYLAMINE(2-)-5-MERCAPTO-1,3,4-THIADAZOLE
delta2-1,3,4-Thiadiazoline-2-thiol, 5-imino-
CAS 2349-67-9
EINECS 219-078-4
InChI InChI=1/C2H3N3S2/c3-1-4-5-2(6)7-1/h(H2,3,4)(H,5,6)
InChIKey GDGIVSREGUOIJZ-UHFFFAOYSA-N

NSC 21402 - Physico-chemical Properties

Molecular FormulaC2H3N3S2
Molar Mass133.2
Density1.503 (estimate)
Melting Point235°C (dec.)(lit.)
Boling Point242.3±23.0 °C(Predicted)
Flash Point100.3°C
Water Solubilityinsoluble
Solubility 2g/l
Vapor Presure0.0342mmHg at 25°C
AppearancePowder
ColorWhite or pale yellow to cream
BRN81728
pKa7.80±0.20(Predicted)
PH3.9 (2g/l, H2O, 20℃)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
Refractive Index1.5800 (estimate)
MDLMFCD00003108
Physical and Chemical Properties2-amino -5-mercapto -1,3, 4-thiadiazole neat was a white crystalline solid, m. P. 235 ℃ (decomposition), soluble in hot water and pyridine, dimethyl formamide and other organic solvents, slightly soluble in methanol, acetone.
UseUsed as pharmaceutical, pesticide intermediates

NSC 21402 - Risk and Safety

Risk CodesR36/37/38 - 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 DescriptionS26 - 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 Germany3
RTECSXI4550000
FLUKA BRAND F CODES9-13-23
TSCAYes
HS Code29349990
Hazard NoteIrritant

NSC 21402 - Nature

Open Data Verified Data

crystallization, melting point 233~234 C (decomposition).

Last Update:2024-01-02 23:10:35

NSC 21402 - Preparation Method

Open Data Verified Data

obtained by cyclization of bisthiourea. The above-mentioned cyclization reaction is advantageously carried out in 13% to 1 s% hydrochloric acid. The quality of bisthiourea has influence on the quality of cyclization products.

Last Update:2022-01-01 10:57:42

NSC 21402 - Application

Open Data Verified Data

The pharmaceutical industry for the synthesis of acetazolamide diuretics. Also used to determine the density of metals.

Last Update:2025-08-19 16:24:40

NSC 21402 - Safety

Open Data Verified Data

LD50 250mg/kg (mouse oral). Irritating.

Last Update:2022-01-01 10:57:42

NSC 21402 - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Uses 2-amino-5-mercapto-1, 3,4-thiadiazole is an intermediate of the fungicide leaf cumazole.
Pesticides and pharmaceutical intermediates.
Used as an intermediate in medicine and pesticide
Production method Dithiourea is obtained by condensation and rearrangement of hydrazine sulfate and ammonium thiocyanate, and then by cyclization reaction. The technological process is as follows:(1) condensation and rearrangement ammonium thiocyanate and hydrazine sulfate are added to water, heated to 75 ℃, kept for 2.5h, and refluxed for 2h at 100 ℃. Add 45% sulfuric acid, continue to reflux for 1h, cool to 40 ℃, discharge, continue to cool to below 25 ℃, adjust to pH3-4 with sodium hydroxide solution, filter, and wash the filter cake with ice water until pH4-5 to obtain crude dithiourea. Add water and activated carbon to the crude product, decolorize at 90 ℃ for 1h, filter, and cool and crystallize the filtrate. Filtration, the filtrate is used as reaction water. The filter cake is dried to obtain a fine product of dithiourea. 60% yield. (2) Cyclization Mix water (or dithiourea refined mother liquor) and hydrochloric acid evenly, add 0.07 parts (about 1/15 of the total) dithiourea at 60 ℃. Add calcium phosphite (or sodium phosphite) at 80°C, and add the rest of dithiourea at 85°C. Backflow for 4h. Cool to 20 ℃, filter, wash the filter cake with ice water until pH4-5, and dry to obtain 2-amino-5-mercapto-1, 3,4-thiadiazole.
the preparation method is to add a small amount of hydrochloric acid and a small amount of catalyst in the reaction kettle, then add an appropriate amount of solvent, then add dithiourea under stirring, heat and rise to 105 ℃ for reflux, finish the reaction, stir and cool, filter, wash, suck and filter until dry, and dry to obtain the finished product.
category toxic substances
toxicity classification highly toxic
acute toxicity abdominal cavity-mouse LD50: 250 mg/kg
flammability hazard characteristics combustible; combustion produces toxic nitrogen oxides and sulfur oxide smoke
storage and transportation characteristics warehouse ventilation and low temperature drying
fire extinguishing agent dry powder, foam, sand, carbon dioxide, mist water
Last Update:2024-04-09 20:44:15
NSC 21402
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View History
NSC 21402
GLYCERYL TRIACETATE
NSC 402
ALUMINIUM CHLORIDE HEXAHYDRATE
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