1-Cyano-2,3-dimethylisothiourea → HCID 178484954, compound

HRID 1283579Notes

Reaction equation

HRID 1283579 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.[C:25]([NH:27][C:28](=[N:31][CH3:32])SC)#[N:26]>C(#N)C>[C:25]([NH:27][C:28]([NH:31][CH3:32])=[N:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1)#[N:26]

Participants

5

Reactant 3

HCID 1111031-Cyano-2,3-dimethylisothioureaHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 179312574-(1,3-Thiazol-2-yl)butan-1-amine

Product 1

HCID 178484954HCID 178484954, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-(4-aminobutyl)thiazole (from the dihydrochloride 13.8 g.) and N-cyano-N', S-dimethylisothiourea (7.75 g) in acetonitrile was heated under reflux for 24 hours. Following concentration, the residue was chromatographed on a column of silica gel with acetonitrile as eluant and the product obtained was recrystallised from isopropyl alcohol-isopropyl acetate to yield N-cyano-N'-methyl-N"-[4-(2-thiazolyl)butyl]guanidine m.p. 87°-89.5°.

Workup

  1. temperatureunder reflux for 24 hours
  2. concentrationconcentration
  3. customthe residue was chromatographed on a column of silica gel with acetonitrile as eluant
  4. customthe product obtained
  5. customwas recrystallised from isopropyl alcohol-isopropyl acetate

Sources & evidence

ORD record
ord-0da9829688864425ad5b9cb3b2862a71
Source dataset
uspto-grants-1976_08
Patent number
US03975530

Reaction notes

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