Cysteamine Hydrochloride → HCID 12596983, compound

HRID 1591044Notes

Reaction equation

HRID 1591044 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[OH-].[Na+].[CH3:8][O:9][C:10]1[CH:21]=[CH:20][C:13](/[CH:14]=[CH:15]/[C:16](OC)=[O:17])=[CH:12][CH:11]=1>CO>[CH3:8][O:9][C:10]1[CH:21]=[CH:20][C:13]([CH:14]2[S:5][CH2:4][CH2:3][NH:2][C:16](=[O:17])[CH2:15]2)=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 9082Cysteamine HydrochlorideHCID 14798Sodium HydroxideHCID 641297(E)-Methyl 3-(4-methoxyphenyl)acrylate

Product 1

HCID 12596983HCID 12596983, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 2-aminoethanethiol hydrochloride (31.0 g, 0.273 mol) and 140 mL of methanol is cooled to 0° C. and treated with pulverized sodium hydroxide (12.0 g, 0.475 mol) followed by trans-methyl 4-methoxycinnamate (52.4 g, 0.273 mol). The reaction mixture is allowed to warm to room temperature and stirred for 5 days. The mixture is then heated to 60° C. for 30 minutes and filtered while still warm. The methanolic solution is concentrated to ca 1/4 volume and the product is isolated by filtration (35 g).

Workup

  1. temperatureto warm to room temperature
  2. temperatureThe mixture is then heated to 60° C. for 30 minutes
  3. filtrationfiltered
  4. temperaturewhile still warm
  5. concentrationThe methanolic solution is concentrated to ca 1/4 volume
  6. customthe product is isolated by filtration (35 g)

Sources & evidence

ORD record
ord-224ba3bfc77044c581f3d95bdb5ef119
Source dataset
uspto-grants-1993_04
Patent number
US05206233

Reaction notes

Loading…