2-Cyanothioacetamide

Base Information

• Chemical Name: 2-Cyanothioacetamide
• CAS No.: 7357-70-2
• Molecular Formula: C3H4N2S
• Molecular Weight: 100.144
• Hs Code.: 29309090
• NSC Number: 53405
• DSSTox Substance ID: DTXSID80223770
• Nikkaji Number: J258.989C
• Mol file: 7357-70-2.mol

Synonyms:2-Cyanothioacetamide;7357-70-2;2-Cyanoethanethioamide;Cyanothioacetamide;Ethanethioamide, 2-cyano-;(Cyano)thioacetamide;2-cyano-thioacetamide;MFCD00010025;cyanthioacetamide;cyanoacetothioamide;2-Cyanothioactamide;NSC53405;alpha-cyanothioacetamide;2-cyano-ethanethioamide;2-Cyanothioacetamide, 97%;SCHEMBL191971;SCHEMBL18293158;DTXSID80223770;BCP32414;STR02955;NSC 53405;NSC-53405;STK894094;AKOS000121014;AT19945;BB 0262965;CS-0015277;FT-0624141;EN300-17839;J-501799;Z57046941;F3308-0295

Chemical Property of 2-Cyanothioacetamide

Chemical Property:

• Appearance/Colour: beige to brown needles or powder
• Vapor Pressure: 0.00998mmHg at 25°C
• Melting Point: 118-120 °C(lit.)
• Refractive Index: 1.58
• Boiling Point: 264 °C at 760 mmHg
• PKA: 12.18±0.29(Predicted)
• Flash Point: 113.4 °C
• PSA: 81.90000
• Density: 1.25 g/cm³
• LogP: 0.88648
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Does not mix well with water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.00951931
• Heavy Atom Count: 6
• Complexity: 98.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Cyanothioacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C#N)C(=S)N
• Uses: 2-Cyanothioacetamide was used in the synthesis of 3,4-trans-4-aryl-3-(1-pyridinio)-1,2,3,4-tetrahydropyridine-6-thiolates and bis[6-(2-aryl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile]. 2-Cyanothioacetamide is used as a building block for 2-pyridothiones. It can be used in agrochemical, pharmaceutical and dyestuff field etc,.

Technology Process of 2-Cyanothioacetamide

There total 7 articles about 2-Cyanothioacetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

malononitrile (109-77-3) → Cyanothioacetamide (7357-70-2)

Guidance literature:

With hydrogen sulfide; In ethanol; at 15 - 20 ℃;

DOI:10.1007/s10593-012-0991-5

Reference yield: 71.0%

cyanoacetic acid amide (107-91-5) → Cyanothioacetamide (7357-70-2)

Guidance literature:

With 2,4-bis<4-(methylthio)phenyl>-1,3,2,4-dithiadiphosphetane 2,4-disulfide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1055/s-1984-30980

Reference yield: 71.0%

(E)-3-(2-furyl)-2-cyanoprop-2-enethioamide (68029-49-2) + N-(5-chloropyridin-2-yl)-2-cyanoacetamide (157141-56-5) → (2E)-N-(5-chloropyridin-2-yl)-2-cyano-3-(2-furyl)prop-2-enamide + Cyanothioacetamide (7357-70-2)

Guidance literature:

With 4-methyl-morpholine; In ethanol; at 20 ℃; for 24h;

DOI:10.1134/S1070428007010101

upstream raw materials:

triethanolamine

malononitrile

cyanoacetic acid amide

2-(methoxyphenylmethylene)malononitrile

Downstream raw materials:

2-Amino-2-cyanothioacetamide

cyano-hydroxyimino-thioacetic acid amide

4,5-dioxo-2-thioxo-pyrrolidine-3-carbonitrile

2-cyano-3-(4-fluorophenyl)prop-2-enethioamide

Refernces

• 1、 Aksenov, N. A.,Aksenova, I. V.,Dotsenko, V. V.,Frolov, K. A.,Krivokolysko, B. S.,Krivokolysko, S. G.,Ovcharov, S. N.,Pakholka, N. A.,Shcherbakov, S. V.. "Synthesis and Regiospecific Bromination of (2E,4E)-5-Aryl-2-(4-arylthiazol-2-yl)penta-2,4-dienenitrile". . p. 606 - 613. Retrieved 2021/06/02.
• 2、 Dorovatovskii, Pavel V.,Dyachenko, Ivan V.,Dyachenko, Vladimir D.,Khrustalev, Victor N.,Nenajdenko, Valentine G.. "Novel multicomponent synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine derivatives". . p. 1592 - 1598. Retrieved 2021/01/11.