Cysteamine Hydrochloride → HCID 178511471, compound

HRID 1702315Notes

Reaction equation

HRID 1702315 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][SH:5].Cl.[NH:7]1[CH2:11][CH2:10][NH:9][CH:8]1[N:12]=[C:13]1[NH:17][C:16]([CH2:18]Cl)=[CH:15][S:14]1>Cl>[NH:7]1[CH2:11][CH2:10][NH:9][CH:8]1[N:12]=[C:13]1[NH:17][C:16]([CH2:18][S:5][CH2:4][CH2:3][NH2:2])=[CH:15][S:14]1

Participants

4

Reactant 2

HCID 9082Cysteamine HydrochlorideHCID 178478566HCID 178478566, compound

Product 1

HCID 178511471HCID 178511471, compoundYield 39.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Cysteamine hydrochloride (2.22 g; 19.5 mmoles) and 2-[(2-imidazolidinyl)imino]-4-chloromethylthiazole hydrochloride (4.94 g; 19.51 mmoles) [prepared from 1,3-dichloro-2-propanone and N-(2-imidazolidin-2-yl)thiourea which is itself prepared from 2-(cyanimino)imidazolidine] were dissolved in 20 ml of concentrated hydrochloric acid and heated at an oil bath temperature of 100° for 5.5 hours. The reaction mixture was evaporated under reduced pressure and the residue made basic with 40% NaOH. The aqueous phase was extracted with methyl acetate, dried and evaporated to give 2.02 g of the title compound which was used in the next step without further purification.

Workup

  1. temperatureheated at an oil bath temperature of 100° for 5.5 hours
  2. customThe reaction mixture was evaporated under reduced pressure
  3. extractionThe aqueous phase was extracted with methyl acetate
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-045dc3e98c2e4045a8b37d4951532173
Source dataset
uspto-grants-1983_04
Patent number
US04380638

Reaction notes

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