Water → HCID 875112, compound

HRID 1506231Notes

Reaction equation

HRID 1506231 reaction equation
[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH2:6].Cl[C:8]([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].O>CN(C)C(=O)C>[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH:6][C:8](=[O:9])[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 15891Phenyl chloroformateHCID 199091,3,4-Thiadiazol-2-amine

Product 1

HCID 875112HCID 875112, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

1,3,4-Thiadiazol-2-amine (253 mg, 2.50 mmol) in N,N-dimethylacetamide (3 mL) was stirred with phenyl chloroformate (392 μL, 3.13 mmol) at room temperature for one day. Water was added to the reaction mixture, and the precipitated solid was collected by filtration, washed with water and hexane and dried under reduced pressure to give the title compound as a colorless solid (418 mg, yield 76%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with water and hexane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-b8f2225237f1486bb3750b413c9bb529
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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