7-Chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione

Base Information

• Chemical Name: 7-Chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione
• CAS No.: 4547-02-8
• Molecular Formula: C15H11ClN2S
• Molecular Weight: 286.785
• Hs Code.: 2933990090
• European Community (EC) Number: 610-252-9
• UNII: U953L6ZT3X
• DSSTox Substance ID: DTXSID201342681
• Nikkaji Number: J506.211J
• ChEMBL ID: CHEMBL1492697
• Mol file: 4547-02-8.mol

Synonyms:4547-02-8;7-Chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione;Thionordiazepam;Benzp-dinitride-thio-ketone;Thionordazepam;Demethylsulazepam;7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepine-2-thione;7-CHLORO-5-PHENYL-1H-BENZO[E]-[1,4]DIAZEPINE-2(3H)-THIONE;U953L6ZT3X;MLS000546748;7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepine-2-Thione;7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-thione;UNII-U953L6ZT3X;CHEMBL1492697;7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-thione;SMR000113873;2H-1,4-Benzodiazepine-2-thione, 7-chloro-1,3-dihydro-5-phenyl-;1,3-dihydro-7-chloro-5-phenyl-2H-1,4-benzodiazepine-2-thione;7-chloranyl-5-phenyl-1,3-dihydro-1,4-benzodiazepine-2-thione;cid_826706;SCHEMBL7323716;SCHEMBL11530714;BDBM71907;DTXSID201342681;HMS2342P04;(Z)-7-chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione;BDBM50452426;MFCD02068928;AKOS005067468;AC-8701;DS-17472;CS-0151398;VU0474026-1;A51082;A826812;AE-641/00770055;7-chloro-5phenyl-3-H-1,4-benzodiazepine-2-thione;Q-201825;1,3-dihydro-5-phenyl-7-chloro-2H-1,4-benzodiazepine-2-thione;1,3-dihydro-7chloro-5phenyl-2H-1,4-benzodiazepine-2-thione;7-Chloro-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepine-2-thione;7-chloro-5-phenyl-1,3-dihydro-[1,4]benzodiazepine-2-thione;7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzenodiazepine-2-thione;9-Chloro-6-phenyl-2.5-diazabicyclo[5.4.0]undeca-1(7),5,8,10-tetraene-3-thione

Chemical Property of 7-Chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione

Chemical Property:

• Appearance/Colour: light yellow crystal
• Vapor Pressure: 6.79E-07mmHg at 25°C
• Melting Point: 248-250 °C
• Refractive Index: 1.684
• Boiling Point: 408.9 °C at 760 mmHg
• PKA: 9.72±0.40(Predicted)
• Flash Point: 201.1 °C
• PSA: 56.48000
• Density: 1.32 g/cm³
• LogP: 3.50390
• Storage Temp.: -20°C Freezer
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 286.0331472
• Heavy Atom Count: 19
• Complexity: 376

Purity/Quality:

98% ^*data from raw suppliers

7-Chloro-5-phenyl-1H-benzo[e]-[1,4]diazepine-2(3H)-thione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=S)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3

Technology Process of 7-Chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione

There total 5 articles about 7-Chloro-5-phenyl-1H-benzo[e][1,4]diazepine-2(3H)-thione 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%

desmethyldiazepam (1088-11-5) → 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-thione (4547-02-8)

Guidance literature:

With n-butyllithium; tetraphosphorus decasulfide; In tetrahydrofuran; hexane; for 16h; Heating;

DOI:10.1055/s-1987-27871

Reference yield: 78.7%

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one (2898-08-0) → 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-thione (4547-02-8)

Guidance literature:

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one; With aluminum (III) chloride; chlorine; In dichloromethane; at 10 - 20 ℃;

With sodiumsulfide nonahydrate; tetrabutylammomium bromide; dihydrogen peroxide; for 2h; Reflux;

Reference yield:

di-morpholin-4-yl-phosphinic acid 7-chloro-5-phenyl-3H-benzo[e][1,4]diazepin-2-yl ester (59318-11-5) + triethylimine → 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-thione (4547-02-8)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

desmethyldiazepam

di-morpholin-4-yl-phosphinic acid 7-chloro-5-phenyl-3H-benzo[e][1,4]diazepin-2-yl ester

5-chloro-2-aminobenzophenone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Downstream raw materials:

C₂₁H₁₆N₂O₆

N-<<2-<<7-chloro-5-phenyl-3H-1,4-benzodiazepin-2-yl>amino>methyl>-1,3-dioxolan-2-yl>methylphthalimide

N-(7-Chlor-5-phenyl-3H-1,4-benzodiazepin-2-yl)-N-methylhydroxylamin

4-(7-chloro-5-phenyl-3H-benzo[e][1,4]diazepin-2-ylamino)-but-2-yn-1-ol

Refernces

• 1、 -. "An alprazolam intermediate benzodiazepine preparation process of thione". Paragraph 0019; 0025; 0026; 0027; 0028. . Retrieved 2016/10/10.
• 2、 Del Pozo, Carlos,Macias, Alberto,Alonso, Eduardo,Gonzalez, Javier. "Reactions of 1,4-benzodiazepinic N-nitrosoamidines with tosylmethyl isocyanide: A novel synthesis of midazolam". . p. 2697 - 2703. Retrieved 2007/10/03.