3,4-Methylenedioxyphenyl isothiocyanate

Base Information

• Chemical Name: 3,4-Methylenedioxyphenyl isothiocyanate
• CAS No.: 113504-93-1
• Molecular Formula: C8H5NO2S
• Molecular Weight: 179.199
• Hs Code.: 2932990090
• European Community (EC) Number: 671-288-9
• DSSTox Substance ID: DTXSID40150432
• Nikkaji Number: J2.578.483I
• Mol file: 113504-93-1.mol

Synonyms:113504-93-1;3,4-Methylenedioxyphenyl isothiocyanate;5-Isothiocyanato-1,3-benzodioxole;1,3-benzodioxol-5-yl isothiocyanate;1,3-Benzodioxole, 5-isothiocyanato-;5-Isothiocyanatobenzo[d][1,3]dioxole;5-isothiocyanato-benzo[1,3]dioxole;1,3-Benzodioxole,5-isothiocyanato-;5-Isothiocyanato-2H-1,3-Benzodioxole;SCHEMBL1019410;DTXSID40150432;5-isothiocyanato-1,3-dioxaindane;BBL012569;MFCD00066321;STK501677;3,4-methylenedioxyphenylisothiocyanate;5-Isothiocyanato-1,3-benzodioxole #;3,4-methylendioxyphenyl isothiocyanate;AKOS000111505;FS-3919;3,4-methylenedioxyphenyl isothio-cyanate;FT-0606547;EN300-79684;A803058;3,4-Methylenedioxyphenyl isothiocyanate, AldrichCPR;W-204817

Chemical Property of 3,4-Methylenedioxyphenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00104mmHg at 25°C
• Melting Point: 57 °C
• Refractive Index: 1.646
• Boiling Point: 311.2 °C at 760 mmHg
• Flash Point: 142 °C
• Density: 1.37 g/cm³
• Storage Temp.: Keep cold
• Sensitive.: Lachrymatory
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.00409958
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

98%min ^*data from raw suppliers

5-Isothiocyanato-1,3-benzodioxole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)N=C=S

Technology Process of 3,4-Methylenedioxyphenyl isothiocyanate

There total 5 articles about 3,4-Methylenedioxyphenyl isothiocyanate 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:

C8H7NO2S2*C6H12N2 → 5-isothiocyanato-benzo[1,3]dioxole (113504-93-1)

Guidance literature:

With bis(trichloromethyl) carbonate; In chloroform; for 1h;

DOI:10.1021/jm501127s

Reference yield:

benzo[1,3]dioxolo-5-ylamine (14268-66-7) → 5-isothiocyanato-benzo[1,3]dioxole (113504-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetone / 0.17 h / 20 °C

1.2: 20 °C

2.1: bis(trichloromethyl) carbonate / chloroform / 1 h

With bis(trichloromethyl) carbonate; In chloroform; acetone;

DOI:10.1021/jm501127s

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + benzo[1,3]dioxolo-5-ylamine (14268-66-7) → 5-isothiocyanato-benzo[1,3]dioxole (113504-93-1)

Guidance literature:

carbon disulfide; benzo[1,3]dioxolo-5-ylamine; With 1,4-diaza-bicyclo[2.2.2]octane; In acetone; at 20 ℃;

With bis(trichloromethyl) carbonate; In chloroform; at 20 ℃; for 10h;

DOI:10.1021/acs.orglett.0c03099

upstream raw materials:

thiophosgene

benzo[1,3]dioxol-5-ylamine; hydrochloride

benzo[1,3]dioxolo-5-ylamine

carbon disulfide

Downstream raw materials:

1-(benzo[d][1,3]dioxol-5-yl)thiourea

C₂₁H₁₇F₂N₅O₃S

C₂₂H₂₂N₆O₅S₂

C₁₅H₁₃N₃O₂S

Refernces

• 1、 Klug, Trevan,Cronin, Adam,O'Brien, Eli,Schioldager, Ryan,Johnson, Hunter,Gleason, Cameron,Schmid, Connor,Soderberg, Nathan,Manjunath, Aashrita,Liyanage, Duminda,Lazaro, Horacio,Kimball, Joshua J.,Eagon, Scott. "Microwave mediated synthesis of 2-aminooxazoles". supporting information. . Retrieved 2021/12/14.
• 2、 Zhu, Junsheng,Han, Le,Diao, Yanyan,Ren, Xiaoli,Xu, Minghao,Xu, Liuxin,Li, Shiliang,Li, Qiang,Dong, Dong,Huang, Jin,Liu, Xiaofeng,Zhao, Zhenjiang,Wang, Rui,Zhu, Lili,Xu, Yufang,Qian, Xuhong,Li, Honglin. "Design, synthesis, X-ray crystallographic analysis, and biological evaluation of thiazole derivatives as potent and selective inhibitors of human dihydroorotate dehydrogenase". . p. 1123 - 1139. Retrieved 2015/03/04.