Water → HCID 12151381, compound

HRID 1392218Notes

Reaction equation

HRID 1392218 reaction equation
O.Cl.C([NH:6][C:7](=[NH:9])[SH:8])C=C.[Cl:10][C:11]([SH:14])(Cl)Cl.[OH-].[Na+].[C:17](OC)(C)([CH3:19])[CH3:18]>>[CH2:19]([S:8][C:7]1[N:6]=[C:11]([Cl:10])[S:14][N:9]=1)[CH:17]=[CH2:18]

Participants

6

Reactant 5

HCID 962Water2×HCID 6390TrichloromethanethiolHCID 14798Sodium HydroxideHCID 15413tert-Butyl methyl etherHCID 178457616HCID 178457616, compound

Product 1

HCID 12151381HCID 12151381, compound

Procedure

To 50 ml of water, 9.33 g of allylisothiourea hydrochloride and 8.82 g of perchloromethylmercaptan were added, followed the solution of 7.58 g of sodium hydroxide dissolved to 50 ml of water was added dropwise at about 0° C., followed by stirring for 4 hours. Then, t-butylmethylether was added to the reaction mixture, and extracted. The organic layer was dried by anhydrous sodium salfate, and concentrated. The residue obtaind was subjected to silica gel column chromatography to obtain 3.6 g of 3-allylthio-5-chloro-1,2,4-thiadiazole.

Workup

  1. additionwas added dropwise at about 0° C.
  2. extractionextracted
  3. dry with materialThe organic layer was dried by anhydrous sodium salfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1b77797c38a94aa2bbd538d13df55567
Source dataset
uspto-grants-2008_03
Patent number
US07342031B2

Reaction notes

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