61750-21-8

Basic information

• Product Name: Morpholine, 4-[(4-bromophenyl)thioxomethyl]-
• Synonyms: (4-bromophenyl)(morpholin-4-yl)methanethione;p-bromothiobenzomorpholide;4-(4-Bromothiobenzoyl)morpholine;1-(4-bromothiobenzoyl)morpholine;Morpholine,4-[(4-bromophenyl)thioxomethyl];4-Bromthiobenzoesaeure-morpholid
• CAS NO: 61750-21-8
• Molecular Formula: C11H12BrNOS
• Molecular Weight: 286.192
• Mol File: 61750-21-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 135-136 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 364.3±52.0 °C(Predicted)
• Density: 1.509±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Morpholine, 4-[(4-bromophenyl)thioxomethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Morpholine, 4-[(4-bromophenyl)thioxomethyl]-(61750-21-8)
• EPA Substance Registry System: Morpholine, 4-[(4-bromophenyl)thioxomethyl]-(61750-21-8)

Safety Data

• Hazardous Substances Data: 61750-21-8(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 586-75-4 4-chlorobenzoyl chloride 
• 867191-54-6 N-(2-amino-5-nitro-phenyl)-4-bromo-thiobenzamide 
• 866251-94-7 N-(2-amino-5-nitrophenyl)-4-bromobenzylamide 
• 865073-44-5 (4-bromophenyl)(6-nitrobenzotriazol-1-yl)methanethione 
• 110-91-8 morpholine 
• 162274-49-9 4-<(Diphenylphosphinoyl)(4-bromophenyl)methyl>morpholine 
• 20883-11-8 (4-bomophenyl)(methyl)sulfide 

Downstream Products

• 1321807-45-7 4-methyl-N-((4-bromophenyl)(morpholino)methylene)benzensulfonamide 
• 111997-58-1 2-(5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl)phenol 
• 76226-72-7 N-[1-(4-Bromo-phenyl)-1-morpholin-4-yl-meth-(Z)-ylidene]-N'-quinolin-2-yl-hydrazine; hydriodide 
• 37932-46-0 3,6-bis-(4-bromo-phenyl)-[1,2,4,5]tetrazine 
• 76226-63-6 4-(p-bromo-α-methylthiobenzylidene)morpholinium iodide 
• 68614-69-7 3,6-bis-(4-bromo-phenyl)-1,4-dihydro-[1,2,4,5]tetrazine 
• 127580-92-1 (4-bromophenyl)(morpholino)methanone 

Relevant articles and documents

Sulfated polyborate catalyzed Kindler reaction: a rapid, efficient, and green protocol

A rapid, green, and efficient one-pot, three-component Kindler reaction was developed using a sulfated polyborate catalyst. The method described the reaction of aldehydes, amines/ammonium acetate, and sulfur for the synthesis of thioamides using sulfated polyborate under a solvent free condition at 100?°C. The key features of the present protocol are high yields, short reaction time, easy workup, and recyclability of a catalyst which gives economical as well as ecological rewards. The present method also has an ability to tolerate a variety of functional groups. Graphical abstract: [Figure not available: see fulltext.].

Benzotriazole-assisted thioacylation

Benzotriazole reagents for thioacylation (RCSBt), thiocarbamoylation (RR'NCSBt), aryl/alkoxy-thioacylation (ROCSBt), and aryl/alkylthiothioacylation (RSCSBt) are synthesized, and their utility is assessed by syntheses of representative heteroaryl thioureas 3a-g, thioamides 15a-s, thionoesters 16a-h, thiocarbamates 17a-e, dithiocarbamates 18a-d, thiocarbonates 19a-c, and dithiocarbonates 20a-c.

SOLVENT EFFECT IN THE WILLGERODT-KINDLER REACTION

The Willgerodt-Kindler reaction was studied on three different model compounds (4-bromobenzaldehyde, 4-fluorobenzaldehyde, 4-methoxyacetophenone) with particular emphasis on the influence of the solvent on the yield of the reaction.Best conditions involved the use of polar aprotic solvents such as DMF.This finding was applied to the Willgerodt-Kindler reaction of two difficult substrates, i.e. 3-methyl-6-formyl-2(3H)-benzoxazolinone and 3-methyl-6-formyl-2(3H)-benzothiazolinone with various secondary amines.