Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate → HCID 178503357, compound

HRID 1830574Notes

Reaction equation

HRID 1830574 reaction equation
C[O:2][C:3](=O)[C:4]([C:10]#[N:11])=[C:5](SC)[S:6][CH3:7].[NH2:13][C:14]1[CH:18]=[CH:17][NH:16][N:15]=1>C(O)C>[OH:2][C:3]1[N:15]2[N:16]=[CH:17][CH:18]=[C:14]2[N:13]=[C:5]([S:6][CH3:7])[C:4]=1[C:10]#[N:11]

Participants

4

Reactant 2

HCID 319957Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoateHCID 178418806HCID 178418806, compound

Product 1

HCID 178503357HCID 178503357, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.0 g of 2-cyano-3,3-bismethylthio-2-propenoic acid methyl ester, 1.3 g of 3-aminopyrazole and 20 ml of ethanol were stirred under reflux with heating for about 2.5 hours and then cooled to room temperature, and the precipitated crystals were collected by filtration. The collected crystals were washed with ethanol and then dried to obtain 1.69 g of 7-hydroxy-5-methylthiopyrazolo[1,5-a]pyrimidine-6-carbonitrile (compound No. 49) having a melting point of over 250° C.

Workup

  1. temperatureunder reflux
  2. temperaturewith heating for about 2.5 hours
  3. filtrationthe precipitated crystals were collected by filtration
  4. washThe collected crystals were washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-86c70814f5e847279193fce5091cc57e
Source dataset
uspto-grants-2006_06
Patent number
US07067520B2

Reaction notes

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