23224-10-4

Basic information

• Product Name: 5H-Thiazolo[3,2-a]pyrimidine, 6,7-dihydro-3-phenyl-
• CAS NO: 23224-10-4
• Molecular Formula: C12H12N2S
• Molecular Weight: 216.307
• Mol File: 23224-10-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5H-Thiazolo[3,2-a]pyrimidine, 6,7-dihydro-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Thiazolo[3,2-a]pyrimidine, 6,7-dihydro-3-phenyl-(23224-10-4)
• EPA Substance Registry System: 5H-Thiazolo[3,2-a]pyrimidine, 6,7-dihydro-3-phenyl-(23224-10-4)

Safety Data

• Hazardous Substances Data: 23224-10-4(Hazardous Substances Data)

Upstream product

• 1260001-52-2 1,2-bis[(2-phenyl-1,3-dioxolan-2-yl)methyl]disulfane 
• 2055-46-1 3,4,5,6-tetrahydropyrimidine-2-thione 
• 70-11-1 α-bromoacetophenone 
• 2055-46-1 2-mercapto-3,4,5,6-tetrahydropyrimidine 
• 98-86-2 acetophenone 

Downstream Products

• 55139-34-9 3-phenyl-8-(phenyl-thiocarbamoyl)-5,6,7,8-tetrahydro-thiazolo[3,2-a]pyrimidinylium betaine 

Relevant articles and documents

In Situ Activation of Disulfides for Multicomponent Reactions with Isocyanides and a Broad Range of Nucleophiles

Activation of disulfides with N-halogen succinimide in the presence of TEMPO allows insertion reaction by an isocyanide, the product of which can further accept a wide range of nucleophiles for the generation of isothioureas and related molecular moieties. This new procedure overcomes previous methods that accept essentially only aryl amines as the third nucleophilic component. The diverse nucleophiles usable in our new protocol make this approach a general method for de novo synthesis of many S-containing heterocycles.

Structure-activity relationship of dihydroimidazo-, dihydropyrimido, tetrahydrodiazepino-[2,1-b]-thiazoles, and -benzothiazoles as an acylation catalyst

Cyclic isothioureas 1, 2, 3, and 4 were synthesized through a four-step procedure from the corresponding ortho-bromoanilines 10 via Pd- or Cu-catalyzed cyclization-benzothiazole formation. Nonbenzo analogues 7, 8, and 9 were synthesized by a condensation reaction of cyclic thioureas 15 and α-bromoacetophenones 14. Investigations of the acylation reactions of 1-phenylethanol with acid anhydrides in the presence of these cyclic isothiourea catalysts revealed their structure-activity relationships. Remarkable electronic effects resulting from substituent(s) on a benzo or phenyl moiety and the influence of the size of the annulating ring were observed. Introduction of an electron-donating substituent(s) enhanced the reaction rate. A few substitution effects on chiral catalysts of type 3 and 7 were also studied.