Ethyl isothiocyanatoacetate

Base Information

• Chemical Name: Ethyl isothiocyanatoacetate
• CAS No.: 24066-82-8
• Molecular Formula: C5H7 N O2 S
• Molecular Weight: 145.182
• Hs Code.: 2930909090
• European Community (EC) Number: 417-720-1,607-312-1
• DSSTox Substance ID: DTXSID40885252
• Nikkaji Number: J54.941J
• Mol file: 24066-82-8.mol

Synonyms:Ethyl isothiocyanatoacetate;24066-82-8;Ethyl 2-isothiocyanatoacetate;Ethyl isothiocyanoacetate;ACETIC ACID, ISOTHIOCYANATO-, ETHYL ESTER;Carbethoxymethyl isothiocyanate;Carboethoxymethyl isothiocyanate;ethoxycarbonylmethylisothiocyanate;BRN 0507542;Acetic acid, 2-isothiocyanato-, ethyl ester;2-04-00-00800 (Beilstein Handbook Reference);Carbethoxymethylisothiocyanate;Acetic acid,2-isothiocyanato-, ethyl ester;Ethoxycarbonylmethyl Isothiocyanate;Isothiocyanatoacetic Acid Ethyl Ester;Isothiocyanoacetic acid ethyl;SCHEMBL2042195;DTXSID40885252;Ethyl isothiocyanatoacetate, 97%;ethyl N-(thioxomethylidene)glycinate;isothiocyanato-acetic acid-ethy ester;MFCD00060677;STL185593;Isothiocyanato-acetic acid ethyl ester;AKOS003354685;FS-4463;A4986;FT-0626197;I0558;D91182;J-519531;J-650315;J-802205

Chemical Property of Ethyl isothiocyanatoacetate

Chemical Property:

• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 104-106 °C7 mm Hg(lit.)
• Flash Point: 109 ºC
• PSA: 70.75000
• Density: 1.171
• LogP: 0.65230
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 145.01974964
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl isothiocyanatoacetate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CN=C=S
• Uses: Ethyl isothiocyanatoacetate has been used in the synthesis of:fused pyrimidinesethyl (3-substituted 5-thioxo-1,2,4-triazolin-4-yl)acetates via addition-cyclization reaction with carboxylic acid hydrazides in the presence of sodium ethoxide3-O-amino-2-thiohydantoinsquinazoline, benzothienopyrimidine and benzofuropyrimidinethiazolo[5,4-d]thiazole

Technology Process of Ethyl isothiocyanatoacetate

There total 12 articles about Ethyl isothiocyanatoacetate 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: 91.0%

glycine ethyl ester hydrochloride (623-33-6) + tetramethylammonium trifluoromethanethiolate → ethyl 2-isothiocyanatoacetate (24066-82-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/acs.orglett.7b00689

Reference yield: 87.0%

Ethyl isocyanoacetate (2999-46-4) → ethyl 2-isothiocyanatoacetate (24066-82-8)

Guidance literature:

With propylene sulphide; Mo(O)(S₂CNEt₂)2; In dichloromethane; at 20 - 25 ℃; for 72h;

DOI:10.1021/jo026042i

Reference yield: 68.0%

trimethylsilyl isothiocyanate (2290-65-5) + ethyl bromoacetate (105-36-2) → ethyl 2-isothiocyanatoacetate (24066-82-8)

Guidance literature:

DOI:10.1246/bcsj.60.2692

upstream raw materials:

thiophosgene

glycine ethyl ester hydrochloride

carbon disulfide

diethyl ether

Downstream raw materials:

(E)-2-Ethoxycarbonylamino-3-phenyl-acrylic acid ethyl ester

(Z)-ethyl-2-(N-ethoxycarbonylamino)-3-phenyl-2-propenoate

1,3-bisbenzene

2-thiohydantoin