2-Chloro-p-phenylenediamine sulfate → Tetraethyl-{(2-chloro-p-phenylene)bis [imino(thiocarbonyl)]}diphosphoramidate

HRID 903839

Reaction equation

HRID 903839 reaction equation
S(O)(O)(=O)=O.[Cl:6][C:7]1[CH:12]=[C:11]([NH2:13])[CH:10]=[CH:9][C:8]=1[NH2:14].[P:15]([N:23]=[C:24]=[S:25])(=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18]>C(Cl)(Cl)Cl>[CH2:17]([O:16][P:15]([NH:23][C:24]([NH:13][C:11]1[CH:10]=[CH:9][C:8]([NH:14][C:24]([NH:23][P:15](=[O:22])([O:16][CH2:17][CH3:18])[O:19][CH2:20][CH3:21])=[S:25])=[C:7]([Cl:6])[CH:12]=1)=[S:25])(=[O:22])[O:19][CH2:20][CH3:21])[CH3:18]

Participants

4

Reactant 2

HCID 225842-Chloro-p-phenylenediamine sulfateHCID 5568321-[Ethoxy(isothiocyanato)phosphoryl]oxyethane

Product 1

HCID 131711916Tetraethyl-{(2-chloro-p-phenylene)bis [imino(thiocarbonyl)]}diphosphoramidate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Employing the process of Example 1 in every detail except that 2-chloro-p-phenylenediamine sulfate is neutralized and allowed to react with two equivalents of diethyl phosphoroisothiocyanatidate ##STR7## in chloroform instead of methylene chloride to afford the title compound, m.p. 148°-149° C.

Sources & evidence

ORD record
ord-3362b68d456942cc830fca9d641d07de
Source dataset
uspto-grants-1980_10
Patent number
US04229383

Linked notes

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