Sulfur dichloride → 5-(2,4-Dichlorophenoxy)benzo-2,1,3-thiadiazole

HRID 463613Notes

Reaction equation

HRID 463613 reaction equation
[Cl:1][C:2]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:14]=[CH:13][C:8]2=[N+:9]([O-])[O:10][N:11]=[C:7]2[CH:6]=1.[S:20](Cl)Cl>>[Cl:1][C:2]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:14]=[CH:13][C:8]2=[N:9][S:20][N:11]=[C:7]2[CH:6]=1.[Cl:1][C:2]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:14]=[CH:13][C:8]2=[N+:9]([O-:10])[S:20][N:11]=[C:7]2[CH:6]=1

Participants

4

Reactant 2

HCID 25353Sulfur dichlorideHCID 541638445-(2,4-dichlorophenoxy)benzo-2,1,3-oxadiazole N-oxide

Product 2

HCID 202643575-(2,4-Dichlorophenoxy)benzo-2,1,3-thiadiazoleHCID 536648135-(2,4-dichlorophenoxy)benzo-2,1,3-thiadiazole N-oxide

Procedure

In the same way, 5-(2,4-dichlorophenoxy)benzo-2,1,3-oxadiazole N-oxide is reduced to the corresponding dioxime, which is then reacted with sulfur dichloride to yield 5-(2,4-dichlorophenoxy)benzo-2,1,3-thiadiazole and 5-(2,4-dichlorophenoxy)benzo-2,1,3-thiadiazole N-oxide.

Sources & evidence

ORD record
ord-1d57c48dc73846a1b9ded39bf6b77339
Source dataset
uspto-grants-1985_10
Patent number
US04544400

Reaction notes

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