HCID 14091165, compound → HCID 14278791, compound

HRID 2232047Notes

Reaction equation

HRID 2232047 reaction equation
[N:1]#[C:2][NH2:3].[Na].Cl[C:6]1[S:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])=[N:9][N:10]=1>CN(C=O)C>[NH:1]([C:6]1[S:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:19])([F:20])[F:18])=[N:9][N:10]=1)[C:2]#[N:3]

Participants

4

Reactant 2

HCID 14091165HCID 14091165, compoundHCID 57375518Cyanamidnatrium

Product 1

HCID 14278791HCID 14278791, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A stirred mixture of sodium cyanamide (0.16 g, 2.5 mmol) and anhydrous DMF (3 mL) under a nitrogen atmosphere was treated with solution of 2-chloro-5-[2-(trifluoromethyl)phenyl]-1,3,4-thiadiazole (0.27 g, 1 mmol) in anhydrous DMF (2 mL). The mixture was stirred for 16 h at room temperature. Solvent was removed in vacuo and the residue was stirred with water (10 mL) during the addition of aqueous 2N HCl until the pH was 2. Extraction with Et2O followed by drying of the extracts and evaporation gave the desired cyanamide: yield 0.22 g (82%); MS 270 (M+)(C10H5F3N4S requires M+ 270). The product was used directly without further purification.

Workup

  1. customSolvent was removed in vacuo
  2. stirringthe residue was stirred with water (10 mL) during the addition of aqueous 2N HCl until the pH was 2
  3. extractionExtraction with Et2O
  4. customby drying of the extracts and evaporation

Sources & evidence

ORD record
ord-fe07c510bb4d4889981fe6c04eea288e
Source dataset
uspto-grants-1988_11
Patent number
US04786627

Reaction notes

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