Asulam

Base Information

• Chemical Name: Asulam
• CAS No.: 3337-71-1
• Molecular Formula: C8H10N2O4S
• Molecular Weight: 230.244
• Hs Code.: 29350090
• European Community (EC) Number: 222-077-1,689-264-1
• UN Number: 2757
• UNII: 0Y5ASM7P5S
• DSSTox Substance ID: DTXSID8023890
• Nikkaji Number: J3.401K
• Wikipedia: Asulam
• Wikidata: Q2868667
• Metabolomics Workbench ID: 143627
• ChEMBL ID: CHEMBL2137678
• Mol file: 3337-71-1.mol

Synonyms:asulam;asulam monohydrobromide;asulam monohydrochloride;asulam, calcium salt;asulam, magnesium salt;asulam, monoacetate;asulam, mononitrate;asulam, monosodium salt;asulam, monosulfamate;asulam, oxalate (1:1);asulam, phosphate (1:1);asulam, potassium salt;asulam, sulfate (1:1);methyl N-(4-aminobenzenesulfonyl)carbamate

Chemical Property of Asulam

Chemical Property:

• Melting Point: 142-144°C (dec.)
• Refractive Index: 1.5690 (estimate)
• PKA: 4.82(at 25℃)
• PSA: 106.87000
• Density: 1.418 g/cm³
• LogP: 2.36640
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 5g/L(room temperature)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 230.03612798
• Heavy Atom Count: 15
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

Methylsulphanilylcarbamate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Carbamate
• Canonical SMILES: COC(=O)NS(=O)(=O)C1=CC=C(C=C1)N
• Description: Asulam is a sulfonamide and can be formulated as a sodium salt. It is very water soluble and is a very systemic herbicide following foliar and root uptake, owing to its physicochemical properties (Table 1). The Log P (Kow) of 1.01 and pKa of 4.82 are optimal for phloem mobility in the plant (4). These properties contribute to the herbicidal effectiveness against perennial weeds where translocation to underground meristematic organs is essential for effective control.
• Uses: Carbamate herbicide; folic acid biosynthesis inhibitor. Herbicide. Systemic, pre- and postemergence herbicide used to control several perennial grasses and certain broad-leaved weeds such as brackenfern, crabgrass, itchgrass, paragrass, tansy ragwort, and wild mustard, in alfalfa, uncropped land, certain ornamentals and turf.

Technology Process of Asulam

There total 2 articles about Asulam 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:

methyl chloroformate (79-22-1) → Asulam (3337-71-1)

Guidance literature:

With ethanol; Hydrierung des Reaktionsprodukts an Raney-Nickel;

Reference yield:

→ Asulam (3337-71-1)

Guidance literature:

aus <4-Acetamino-phenylsulfonyl)-methyl-carbamat;

Reference yield:

(R)-2-(4-fluoro-1H-indol-1-yl)propanoic acid (943653-38-1) + Asulam (3337-71-1) → (R)-methyl 4-(2-(4-fluoro-1H-indol-1-yl)propanamido)phenylsulfonylcarbamate (1086445-04-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 19h;

upstream raw materials:

methyl chloroformate

Downstream raw materials:

C₁₆H₁₆Cl₃N₃O₉S

C₁₇H₁₈Cl₃N₃O₉S

methyl 4-(3-(3,4-dichlorobenzyl)ureido)phenylsulfonylcarbamate

(R)-methyl 4-(2-(4-fluoro-1H-indol-1-yl)propanamido)phenylsulfonylcarbamate

Refernces

• 1、 Kuwayama,Kataoka. "Reactions of ketenethioacetals. II. Syntheses of N-bis(methylthio)methylene-p-substituted-benzenesulfonamides and it's reactions with some amines and active methylene compounds". . p. 391 - 394. Retrieved 2007/10/09.