2,4-Dichloroaniline → 4-chloro-N-(2,4-dichlorophenyl)dithiazol-5-imine

HRID 1510922Notes

Reaction equation

HRID 1510922 reaction equation
[Cl-].[Cl:2][C:3]1[NH2+:4][S:5][S:6][C:7]=1[Cl:8].[Cl:9][C:10]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:11]=1[NH2:12]>>[Cl-:2].[Cl:2][C:3]1[NH2+:4][S:5][S:6][C:7]=1[Cl:8].[Cl:2][C:3]1[C:7](=[N:12][C:11]2[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:10]=2[Cl:9])[S:6][S:5][N:4]=1

Participants

4

Reactant 2

HCID 111232,4-DichloroanilineHCID 227235124,5-Dichloro-1,2,3-dithiazolium chloride

Product 2

HCID 14716364-chloro-N-(2,4-dichlorophenyl)dithiazol-5-imineYield 216.3%HCID 227235124,5-Dichloro-1,2,3-dithiazolium chloride

Procedure

4,5-Dichloro-1,2,3-dithiazolium chloride was synthesized by the method described in the literature (Appel, R. et al., Chem. Ber., Vol. 118, 1632 (1985)). By reacting 13.40 g of the obtained 4,5-dichloro-1,2,3-dithiazolium chloride with 10.43 g of 2,4-dichloroaniline with the method described in the above literature, 13.66 g of 4-chloro-5-[(2,4-dichlorophenyl)imino]-5H-1,2,3-dithiazol was obtained (yield 71%).

Sources & evidence

ORD record
ord-a6127e0ba73a4c17999b4e16a155324e
Source dataset
uspto-grants-2012_07
Patent number
US08212050B2

Reaction notes

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