Cyanamide → HCID 178485034, compound

HRID 1781597Notes

Reaction equation

HRID 1781597 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH3:12])=S)=[CH:4][CH:3]=1.[N:13]#[C:14]N.C1([N:22]=C=NC2CCCCC2)CCCCC1>C(N(C(C)C)C(C)C)C.C(#N)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:9]([NH:13][CH3:14])=[N:11][C:12]#[N:22])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 9864CyanamideHCID 10868DicyclohexylcarbodiimideHCID 15171119HCID 15171119, compound

Product 1

HCID 178485034HCID 178485034, compoundYield 29%

Reagents, catalysts & solvents 2

HCID 81531DiisopropylethylamineCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of 1.03 g of 1-(6-chloro-3-pyridyl)-3-methylthiourea, 0.32 g of cyanamide, 1.58 g of dicyclohexylcarbodiimide, 3 drops of ethyl diisopropylamine and 10 ml 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 of acetonitrile and methanol, and then from acetonitrile to obtain 0.31 g of 1-(6-chloro-3-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 of acetonitrile and methanol

Sources & evidence

ORD record
ord-deb5e3067b824df78fe41cdb691c4394
Source dataset
uspto-grants-1997_05
Patent number
US05633375

Reaction notes

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