168127-08-0

Basic information

• Product Name: N-METHYL-1-(METHYLTHIO)-2-NITROETHYLEN-1-AMINE
• Synonyms: N-METHYL-1-(METHYLSULFANYL)-2-NITRO-1-ETHYLENAMINE;N-METHYL-N-[1-(METHYLSULFANYL)-2-NITROVINYL]AMINE
• CAS NO: 168127-08-0
• Molecular Formula: C₄H₈N₂O₂S
• Molecular Weight: 148.18
• EINECS: 263-266-9
• Mol File: 168127-08-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-METHYL-1-(METHYLTHIO)-2-NITROETHYLEN-1-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-1-(METHYLTHIO)-2-NITROETHYLEN-1-AMINE(168127-08-0)
• EPA Substance Registry System: N-METHYL-1-(METHYLTHIO)-2-NITROETHYLEN-1-AMINE(168127-08-0)

Safety Data

• Hazardous Substances Data: 168127-08-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-METHYL-1-(METHYLTHIO)-2-NITROETHYLEN-1-AMINE is used as a chemical intermediate for the preparation of Allomorphs of (Z)-Ranitidine Hydrochloride. This application is significant because it contributes to the development of pharmaceuticals with improved therapeutic properties and efficacy.
In the preparation of Allomorphs of (Z)-Ranitidine Hydrochloride, N-METHYL-1-(METHYLTHIO)-2-NITROETHYLEN-1-AMINE serves as a key component that helps in the formation of different structural forms of the drug. These allomorphic structures can exhibit varying pharmacological properties, which can be beneficial in optimizing the drug's effectiveness and safety profile.

Upstream product

• 18805-25-9 methyl carbonimidodithioic acid dimethyl ester 
• 74-89-5 methylamine 
• 13623-94-4 1,1-di(methylsulfanyl)-2-nitroethylene 

Downstream Products

• 667463-27-6 (Z)-N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine 
• 358638-36-5 ranitidine hydrochloride 
• 878905-29-4 C₁₂H₁₁Cl₂N₃O₃S 

Relevant articles and documents

Catalyst-free synthesis of thiazolidines: Via sequential hydrolysis/rearrangement reactions of 5-arylidenethiazolidin-4-ones at room temperature

A catalyst-free sequential reaction involving hydrolysis and intramolecular aza-Michael addition was developed for synthesizing functionalized thiazolidines from 5-arylidenethiazolidin-4-ones at room temperature. A series of thiazolidine-5-carboxylic acids were prepared in good to excellent yields (up to 97% yield) and excellent diastereoselectivities (up to >20:1 dr). This methodology was applicable to the construction of derivatives of thiacloprid and flutianil with good yields.

Preparation of substituted ethenes

A potassium salt useful in the production of N-substituted-1-alkylthio-2-nitroethenamines is produced by the reaction of the dipotassium salt of nitrodithioacetic acid with certain straight chain alkylamines, thereby converting only one of the KS-groups to an alkylamine group. The resulting monopotassium salt may be alkylated to produce the required N-substituted-1-alkylthio compound which may be reacted with a suitable amine to produce the histamine H2 -antagonist ranitidine.

Improved process for the preparation of 1-substituted amino-1-substituted thio-2-nitro alkenes

A process is disclosed for the manufacture of 1-substituted amino-1-substituted thio-2 nitro alkenes of the general formula: (R1NH) (R2S) C=CR3 (NO2) wherein R1, R2, R3, may be same or different and may consist of hydrogen, alkyl, aryl or arylalkyl groups

An improved process for the preparation of 1-substituted amino-1-substituted thio-2-nitro alkenes

A process is disclosed for the manufacture of 1-substituted amino-1-substituted thio-2- nitro alkenes of the general formula: (R1 NH) (R2S)C=CR3(NO2) wherein R1, R2, R3 may be th