Ammonia → HCID 178485122, compound

HRID 867164Notes

Reaction equation

HRID 867164 reaction equation
[C:1]([NH:3][C:4]([NH:6][CH3:7])=[NH:5])#[N:2].Cl.[NH2:9][C:10]1[CH:14]=[C:13]([CH3:15])[O:12][N:11]=1.N>O>[CH3:7][NH:6][C:4]([NH:3][C:1]([NH:9][C:10]1[CH:14]=[C:13]([CH3:15])[O:12][N:11]=1)=[NH:2])=[NH:5]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 203177225-Methylisoxazol-3-amine hydrochlorideHCID 178485119HCID 178485119, compound

Product 1

HCID 178485122HCID 178485122, compoundYield 27.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a reactor are added 4.9 g of 1-cyano-3-methyl-guanidine, 6.7 g of 3-amino-5-methyl-isoxazole hydrochloride and 1.3 ml of water. The reaction mixture is heated until dissolution is complete, after which the reaction is exothermal. After cooling, the reaction mixture is taken up into 30 ml water followed by 3 ml ammonia (d = 0.89). It is then extracted with 30 ml methylene chloride. After drying, treatment with carbon black and evaporation of the solvent, the residue is crystallized from absolute ethanol, to give 2.7 g of 1-methyl-5-(5-methyl-isoxazol-3-yl)-biguanide. M.p. (cap.) = 140° C. followed by resolidification, then 150°-151° C. with introduction at 140° C. and heating at a rate of 2° C./minute.

Workup

  1. temperatureThe reaction mixture is heated until dissolution
  2. temperatureAfter cooling
  3. extractionIt is then extracted with 30 ml methylene chloride
  4. customAfter drying
  5. customtreatment with carbon black and evaporation of the solvent
  6. customthe residue is crystallized from absolute ethanol

Sources & evidence

ORD record
ord-ecc80cdd1a6e40ca926f4ac2950db676
Source dataset
uspto-grants-1978_07
Patent number
US04103010

Reaction notes

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