1-PROPIOPHENONE TOSYLHYDRAZONE 97

Base Information

• Chemical Name: 1-PROPIOPHENONE TOSYLHYDRAZONE 97
• CAS No.: 17336-66-2
• Molecular Formula: C16H18N2O2S
• Molecular Weight: 302.397
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID80938372
• ChEMBL ID: CHEMBL2132364
• Mol file: 17336-66-2.mol

Synonyms:1-PROPIOPHENONE TOSYLHYDRAZONE 97;PROPIOPHENONE (P-TOSYL)HYDRAZONE;1-propiophenone p-toluenesulfonylhydrazone;

Chemical Property of 1-PROPIOPHENONE TOSYLHYDRAZONE 97

Chemical Property:

• Melting Point: 118-120oC(lit.)
• Boiling Point: 448.4±38.0 °C(Predicted)
• PKA: 9.81±0.40(Predicted)
• Flash Point: 225oC
• PSA: 66.91000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 4.55930
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 302.10889899
• Heavy Atom Count: 21
• Complexity: 439

Purity/Quality:

99% ^*data from raw suppliers

PROPIOPHENONE (P-TOSYL)HYDRAZONE Aldrich ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=NNS(=O)(=O)C1=CC=C(C=C1)C)C2=CC=CC=C2

Technology Process of 1-PROPIOPHENONE TOSYLHYDRAZONE 97

There total 2 articles about 1-PROPIOPHENONE TOSYLHYDRAZONE 97 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: 87.0%

1-phenyl-propan-1-one (93-55-0) + toluene-4-sulfonic acid hydrazide (1576-35-8) → propiophenone N-tosylhydrazone (17336-66-2)

Guidance literature:

In methanol; at 60 ℃; for 4h;

Reference yield:

→ propiophenone N-tosylhydrazone (17336-66-2)

Guidance literature:

DOI:10.1055/s-1976-24109 DOI:10.1021/jo01038a515

Reference yield: 100.0%

2-bromo-1-methoxy-3-nitrobenzene (67853-37-6) + propiophenone N-tosylhydrazone (17336-66-2) → 4-methoxy-2-methyl-3-phenyl-1H-indole

Guidance literature:

2-bromo-1-methoxy-3-nitrobenzene; propiophenone N-tosylhydrazone; With bis-triphenylphosphine-palladium(II) chloride; lithium tert-butoxide; In 1,4-dioxane; at 100 ℃; for 7h; Inert atmosphere;

With carbon monoxide; 1,3-bis-(diphenylphosphino)propane; In 1,4-dioxane; at 140 ℃; for 72h; under 4560.31 Torr; Inert atmosphere;

DOI:10.1016/j.tet.2021.132331

upstream raw materials:

1-phenyl-propan-1-one

toluene-4-sulfonic acid hydrazide

Downstream raw materials:

triethylamine-1-(2-naphthylethyl)borane

(1-methoxypropyl)benzene

[(C₆H₅CCHCH₃)Co(N₄C₄₄H₂₈)]

1,2-diphenyl-butan-1-one

Refernces

• 1、 Wang, Shun,Cheng, Bei-Yi,Sr?en, Matea,K?nig, Burkhard. "Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay". supporting information. p. 7524 - 7531. Retrieved 2020/08/05.
• 2、 Osako, Takao,Nagaosa, Makoto,Hamasaka, Go,Uozumi, Yasuhiro. "Asymmetric Copper-Catalyzed C(sp)-H Bond Insertion of Carbenoids Derived from N-Tosylhydrazones". supporting information. p. 2251 - 2256. Retrieved 2018/10/20.