Cysteamine Hydrochloride → HCID 15592295, compound

HRID 1980723Notes

Reaction equation

HRID 1980723 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[CH3:6][NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13]Cl)[N:12]=1>Cl>[CH3:6][NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][S:5][CH2:4][CH2:3][NH2:2])[N:12]=1

Participants

4

Reactant 2

HCID 9082Cysteamine HydrochlorideHCID 20402165HCID 20402165, compound

Product 1

HCID 15592295HCID 15592295, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Cysteamine hydrochloride (2.8 g; 24.6 mmoles) and 2-methylamino-4-chloromethylthiazole (4.0 g; 24.6 mmoles) [prepared from N-methylthiourea and 1,3-dichloro-2-propane] were dissolved in 20 ml of concentrated hydrochloric acid and the solution was heated at an oil bath temperature of 100°. After 30 hours of heating, the reaction mixture was evaporated under reduced pressure and the residue made basic with 40% aqueous NaOH solution. The aqueous phase was extracted with methyl acetate, dried, filtered and evaporated to give 1.75 g of the title compound as an oil which was used without further purification in Step B.

Workup

  1. temperaturethe solution was heated at an oil bath temperature of 100°
  2. temperatureAfter 30 hours of heating
  3. customthe reaction mixture was evaporated under reduced pressure
  4. extractionThe aqueous phase was extracted with methyl acetate
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-f298295782b8413b8741a93b802516a3
Source dataset
uspto-grants-1985_04
Patent number
US04510309

Reaction notes

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