Potassium Iodide → HCID 21403293, compound

HRID 973026Notes

Reaction equation

HRID 973026 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[CH2:5]([O:7][CH:8](OCC)[CH2:9][CH2:10]Cl)[CH3:6].[I-].[K+]>C(O)C>[NH2:1][C:2]1[S:3][CH2:10][CH2:9][CH:8]([O:7][CH2:5][CH3:6])[N:4]=1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 962173-Chloro-1,1-diethoxypropaneHCID 2723790Thiourea

Product 1

HCID 21403293HCID 21403293, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10 g. of thiourea, 50 ml. of β-chloropropionaldehyde diethyl acetal, 75 ml. of absolute ethanol, and 2 g. of potassium iodide was refluxed for 2 days. The solvent was evaporated, and the residue was partitioned between water and ether. The aqueous phase was extracted twice more with ether, basified with sodium carbonate and extracted 4 times with chloroform. The chloroform was concentrated to dryness, and the residue was thoroughly extracted with ether. The ether extracts were evaporated to a small volume which deposited 6.88 g. of crystalline 2-amino-4,5-dihydro-4-ethoxy-6H-1,3-thiazine.

Workup

  1. additionA mixture of 10 g
  2. customThe solvent was evaporated
  3. customthe residue was partitioned between water and ether
  4. extractionThe aqueous phase was extracted twice more with ether
  5. extractionextracted 4 times with chloroform
  6. concentrationThe chloroform was concentrated to dryness
  7. extractionthe residue was thoroughly extracted with ether
  8. customThe ether extracts were evaporated to a small volume which

Sources & evidence

ORD record
ord-551fd945a04a4e00820d42dd75b061f9
Source dataset
uspto-grants-1977_10
Patent number
US04054652

Reaction notes

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