Water → HCID 13536371, compound

HRID 256280Notes

Reaction equation

HRID 256280 reaction equation
[CH:1]1([CH2:4][S:5][C:6]2[N:10]=[CH:9][NH:8][N:7]=2)[CH2:3][CH2:2]1.[CH2:11]([N:13]([CH2:17][CH3:18])[C:14](Cl)=[O:15])[CH3:12].O>N1C=CC=CC=1>[CH2:11]([N:13]([CH2:17][CH3:18])[C:14]([N:8]1[CH:9]=[N:10][C:6]([S:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)=[N:7]1)=[O:15])[CH3:12]

Participants

5

Reactant 3

HCID 962WaterHCID 6916Diethylcarbamoyl chlorideHCID 178420903HCID 178420903, compound

Product 1

HCID 13536371HCID 13536371, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 3-cyclopropylmethylthio-1,2,4-triazole (3.8 g) in pyridine (30 ml), diethylcarbamoyl chloride (3.4 g) was added, and the resultant mixture was allowed to stand at room temperature for 10 hours. Water (250 ml) was added to the reaction mixture, which was then extracted with chloroform (150 ml) two times. The chloroform extract was washed with 1N hydrochloric acid (150 ml) two times and water (200 ml) one time, dried over magnesium sulfate, and concentrated under reduced pressure to give 5.2 g of 1-diethylcarbamoyl-3-cyclopropylmethylthio-1,2,4-triazole (Compound No. 1). Yield, 84%. M.P. 51°-52° C.

Workup

  1. extractionwas then extracted with chloroform (150 ml) two times
  2. extractionThe chloroform extract
  3. washwas washed with 1N hydrochloric acid (150 ml) two times and water (200 ml) one time
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c519f431f84c408283d405e8c930a90d
Source dataset
uspto-grants-1987_10
Patent number
US04702764

Reaction notes

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