Isethionic Acid → 2-Hydroxyethane-1-sulfonic acid--6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine (1/1)

HRID 1416372Notes

Reaction equation

[S:1]([CH2:5][CH2:6][OH:7])([OH:4])(=[O:3])=[O:2].S(O)(=O)(=O)C.[NH2:13][C:14]1[N:15]=[N:16][C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:22]=2[Cl:28])=[C:18]([NH2:20])[N:19]=1>>[S:1]([CH2:5][CH2:6][OH:7])([OH:4])(=[O:3])=[O:2].[NH2:13][C:14]1[N:15]=[N:16][C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:22]=2[Cl:28])=[C:18]([NH2:20])[N:19]=1

Participants

Reactant 2

HCID 7866Isethionic Acid

HCID 9841402187106-86-1

Product 1

HCID 450396462-Hydroxyethane-1-sulfonic acid--6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine (1/1)

Procedure

50 mmol of Amberlite (trade mark) IR-45 (OH) was mixed with 15 mmol (10 ml) aqueous isethionic acid and the resulting material was packed into a column. The column was then washed with methanol. 0.7 g (2 mmol) of a methanolic solution of 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine mesylate was eluted through the column. The elutant was evaporated in vacuo and the residue was recrystallised from industrial methylated spirit and gave 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine isethionate:

Workup

washThe column was then washed with methanol
customThe elutant was evaporated in vacuo
customthe residue was recrystallised from industrial methylated spirit

Sources & evidence

ORD record: ord-e92876c082364c0bacbdfa867cb6f5da
Source dataset: uspto-grants-1999_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05912345

Reaction notes

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