Acetonitrile → HCID 178485033, compound

HRID 1087109Notes

Reaction equation

HRID 1087109 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5](NC(NC)=S)=[CH:4][CH:3]=1.[N:13]#[C:14][NH2:15].[CH:16]1([N:22]=C=NC2CCCCC2)CCCCC1.[C:31](#[N:33])C>C(N(C(C)C)C(C)C)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:13][C:14]([NH:33][CH3:31])=[N:15][C:16]#[N:22])[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 9864CyanamideHCID 10868DicyclohexylcarbodiimideHCID 15171119HCID 15171119, compound

Product 1

HCID 178485033HCID 178485033, compound

Reagents, catalysts & solvents 1

HCID 81531DiisopropylethylamineCatalyst

Procedure

A mixture of 1.03g of 1-(6-chloro-3-pyridyl)-3methylthiourea, 0.32g of cyanamide, 1.58g of dicyclohexylcarbodiimide, 3 drops of ethyl diisopropylamine and 10ml of acetonitrile was stirred for 34 hours at room temperature and filtered to collect an insoluble substance. The insoluble substance was recrystallized from a mixed solvent cf acetonitrile and methanol, and then from acetonitrile to obtain 0.31g of 1-(6-chloro-pyridyl)-2-cyano-3-methylguanidine (Compound No. 24).

Workup

  1. filtrationfiltered
  2. customto collect an insoluble substance
  3. customThe insoluble substance was recrystallized from a mixed solvent cf acetonitrile and methanol

Sources & evidence

ORD record
ord-b60fdc148197486db4e9cc2b2d268d79
Source dataset
uspto-grants-1991_07
Patent number
US05034404

Reaction notes

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