Isopropylamine → bis(N-(propan-2-yl)guanidine); sulfuric acid

HRID 848806

Reaction equation

HRID 848806 reaction equation
[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].CS[C:8](=[NH:10])[NH2:9].CS[C:13](=[NH:15])[NH2:14].[CH:16]([NH2:19])([CH3:18])[CH3:17]>O>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[CH:16]([NH:19][C:8]([NH2:10])=[NH:9])([CH3:18])[CH3:17].[CH:16]([NH:19][C:13]([NH2:15])=[NH:14])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 13347Bis(S-methylisothiouronium) sulfate

Product 1

HCID 178457583bis(N-(propan-2-yl)guanidine); sulfuric acidYield 82%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a one liter reactor fitted with warming, cooling and stirring means were poured 108.5 g (0.39 mol) of bis (S-methylisothiourea) sulphate, 150 ml of water and 94 ml (or 68 g, i.e. 1.15 mol) of isopropylamine. The mixture was refluxed for two hours and then evaporated to dryness. The residue was taken up in ethanol from which there was obtained, after filtration, washing and drying, 96 g (yield 82%) of product.

Workup

  1. customInto a one liter reactor fitted
  2. temperaturewith warming
  3. temperaturecooling
  4. temperatureThe mixture was refluxed for two hours
  5. customevaporated to dryness
  6. customwas obtained
  7. filtrationafter filtration
  8. washwashing
  9. customdrying

Sources & evidence

ORD record
ord-f8f9f993b4ff4d818258ff8143a1a356
Source dataset
uspto-grants-1981_10
Patent number
US04297495

Linked notes

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