Hydrogen Peroxide → 5-Amino-3-isopropylisothiazole-4-carbonitrile

HRID 437710Notes

Reaction equation

HRID 437710 reaction equation
OO.[NH2:3][C:4]([CH:11]([CH3:13])[CH3:12])=[C:5]([C:9]#[N:10])[C:6](=[S:8])[NH2:7]>C(O)C>[NH2:7][C:6]1[S:8][N:3]=[C:4]([CH:11]([CH3:13])[CH3:12])[C:5]=1[C:9]#[N:10]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 73793209HCID 73793209, compound

Product 1

HCID 152801535-Amino-3-isopropylisothiazole-4-carbonitrileYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

While maintaining the temperature below 50°, 86.1 g of 30% hydrogen peroxide was added dropwise to a solution of 128.3 g of 3-amino-2-cyano-4-methyl- 2-pentenethioamide in 600 ml of absolute ethanol. The mixture was stirred at room temperature for 19 hours, filtered and concentrated to about half volume. Water was added to cloud point and the solid allowed to separate. The solid was collected and dried to give 123.0 g of 5-amino-4-cyano-3-isopropylisothiazole, mp 133°-135°.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated to about half volume
  3. additionWater was added to cloud point
  4. customto separate
  5. customThe solid was collected
  6. customdried

Sources & evidence

ORD record
ord-c228324b2154465c96f2234733245f4b
Source dataset
uspto-grants-1977_06
Patent number
US04032322

Reaction notes

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