Sodium Chloride → HCID 23032454, compound

HRID 917329Notes

Reaction equation

HRID 917329 reaction equation
Cl[C:2]1[S:6][N:5]=[C:4]([S:7][CH3:8])[N:3]=1.[N+:9]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][OH:16])([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>CN(C)C=O>[N+:9]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][O:16][C:2]1[S:6][N:5]=[C:4]([S:7][CH3:8])[N:3]=1)([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 692673-Nitrobenzyl alcoholHCID 5709535-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazole

Product 1

HCID 23032454HCID 23032454, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Into 4 ml of N,N-dimethylformamide were dissolved 334 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 3-nitrobenzyl alcohol, 331 mg of potassium carbonate was added thereto under, and the reaction mixture was stirred for 4 hours at room temperature. The reaction mixture was added to saturated sodium chloride aqueous solution, and extracted with t-butyl methyl ether. The organic layer was concentrated, and the residue obtained was subjected to silica gel column chromatography to give 320 mg of 5-(3-nitrobenzyloxy)-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (26)).

Workup

  1. additionwas added
  2. extractionextracted with t-butyl methyl ether
  3. concentrationThe organic layer was concentrated
  4. customthe residue obtained

Sources & evidence

ORD record
ord-d4b462d575ab4d7cbf3133b473f690ef
Source dataset
uspto-grants-2007_09
Patent number
US07273879B2

Reaction notes

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