1,5-Naphthalenedisulfonic acid → 1-(6-Chloropyridin-2-yl-oxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate

HRID 434382

Reaction equation

HRID 434382 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([O:8][CH:9]([N:16]2[CH:20]=[N:19][CH:18]=[N:17]2)[C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[CH:4][CH:3]=1.[C:21]1([S:35]([OH:38])(=[O:37])=[O:36])[C:30]2[CH:29]=[CH:28][CH:27]=[C:26]([S:31]([OH:34])(=[O:33])=[O:32])[C:25]=2[CH:24]=[CH:23][CH:22]=1>CC(C)=O>[C:21]1([S:35]([OH:38])(=[O:37])=[O:36])[C:30]2[CH:29]=[CH:28][CH:27]=[C:26]([S:31]([OH:34])(=[O:33])=[O:32])[C:25]=2[CH:24]=[CH:23][CH:22]=1.[Cl:1][C:2]1[N:7]=[C:6]([O:8][CH:9]([N:16]2[CH:20]=[N:19][CH:18]=[N:17]2)[C:10](=[O:15])[C:11]([CH3:12])([CH3:13])[CH3:14])[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 66661,5-Naphthalenedisulfonic acidHCID 20493724HCID 20493724, compound

Product 1

HCID 204937231-(6-Chloropyridin-2-yl-oxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one naphthalene-1,5-disulphonateYield 94%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

10 g (0.034 mol) of 1-(6-chloropyridin-2-yl-oxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one (Example 1) were dissolved in 50 ml of acetone, and a solution of 8 g (0.027 mol) of naphthalene-1,5-disulphonic acid in 50 ml of acetone was added. The salt which precipitated after some time was filtered off and dried. 14 g (94% of theory) of 1-(6-chloropyridin-2-yl-oxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate of melting point 212°-215° C. (decomposition) were obtained.

Workup

  1. customThe salt which precipitated after some time
  2. filtrationwas filtered off
  3. customdried

Sources & evidence

ORD record
ord-67881597b9c14b8e92c44f7668bfd60d
Source dataset
uspto-grants-1983_08
Patent number
US04396624

Linked notes

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