Methomyl → HCID 86739079, compound

HRID 647794Notes

Reaction equation

HRID 647794 reaction equation
[CH3:1][NH:2][C:3]([O:5][N:6]=[C:7]([S:9][CH3:10])[CH3:8])=[O:4].[S:11](Cl)(Cl)=[O:12].[CH3:15][C:16]1([CH3:26])[CH2:21][O:20][P:19]([NH:23][CH2:24][CH3:25])(=[S:22])[O:18][CH2:17]1>N1C=CC=CC=1>[CH3:15][C:16]1([CH3:26])[CH2:17][O:18][P:19]([N:23]([CH2:24][CH3:25])[S:11]([CH2:1][NH:2][C:3]([O:5][N:6]=[C:7]([S:9][CH3:10])[CH3:8])=[O:4])=[O:12])(=[S:22])[O:20][CH2:21]1

Participants

5

Reactant 3

HCID 4109MethomylHCID 24386Thionyl ChlorideHCID 204831502-(Ethylamino)-5,5-dimethyl-1,3,2lambda~5~-dioxaphosphinane-2-thione

Product 1

HCID 86739079HCID 86739079, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methyl N-[[[[[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)(ethyl)amino]sulfinyl]methylamino]carbonyl]oxy]ethanimidothioate was prepared by the procedure employed in Example 9, by reacting methyl N-[[(methylamino)carbonyl]oxy]ethanimidothioate (2.43 g, 0.015 mole), thionyl chloride (1.79 g, 0.015 mole), and 5,5-dimethyl-2-ethylamino-2-thioxo-1,3,2-dioxaphosphorinan (3.14 g, 0.015 mole) in pyridine (10 ml). Recrystallization from chloroform-hexane afforded 2.2 g of needles of the formula below, mp 136~138°. ##STR36##

Workup

  1. customRecrystallization from chloroform-hexane

Sources & evidence

ORD record
ord-490e200822a04061b7fe5217d3d648d4
Source dataset
uspto-grants-1983_10
Patent number
US04410518

Reaction notes

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