Cysteamine → HCID 178522584, compound

HRID 520760Notes

Reaction equation

HRID 520760 reaction equation
[NH2:1][CH2:2][CH2:3][SH:4].C[S-](C)[C:7]([S-])=[N:8][C:9](=[O:14])[C:10]([F:13])([F:12])[F:11]>C(O)C>[F:11][C:10]([F:13])([F:12])[C:9]([N:8]=[C:7]1[NH:1][CH2:2][CH2:3][S:4]1)=[O:14]

Participants

4

Reactant 2

HCID 6058CysteamineHCID 178503845HCID 178503845, compound

Product 1

HCID 178522584HCID 178522584, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanol (20 mL) was added to 77 mg (1.0 mmol) of 2-aminoethanethiol, 216 mmol (1.0 mmol) of the dimethyl(2,2,2-trifluoroacetyl)carbonimidodithioate synthesized by the method described in Comparative Example 7 was added, and the mixture was stirred overnight at room temperature. Following reaction completion, the solvent was distilled off under reduced pressure, and purification was carried out by silica gel column chromatography (hexane/ethyl acetate=1:1), giving 100 mg of 2,2,2-trifluoro-N-(thiazolidin-2-ylidene)acetamide (yield, 51%). This reaction was carried out once more by the same synthesis method, giving a combined amount of 350 mg of 2,2,2-trifluoro-N-(thiazolidin-2-ylidene)acetamide.

Workup

  1. customsynthesized by the method
  2. additionwas added
  3. customreaction completion
  4. distillationthe solvent was distilled off under reduced pressure, and purification

Sources & evidence

ORD record
ord-f0d77e4aae2d40ed8e75bedb47a151ca
Source dataset
uspto-grants-2016_05
Patent number
US09328068B2

Reaction notes

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