Iodine → HCID 20304008, compound

HRID 1732604Notes

Reaction equation

HRID 1732604 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=O)[CH3:10].[NH2:12][C:13]([NH2:15])=[S:14].[I:16]I.CO>O>[IH:16].[NH2:15][C:13]1[S:14][CH:10]=[C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[N:12]=1

Participants

6

Reactant 4

HCID 807Iodine2×HCID 887MethanolHCID 684812'-MethoxyacetophenoneHCID 2723790Thiourea

Product 1

HCID 20304008HCID 20304008, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting compound was prepared as follows: 15 gm of o-methoxy-acetophenone was intimately admixed with 15.2 gm of thiourea in a resin flask, and 27.7 gm of iodine were added in small portions to the mixture. After all of the iodine had been added, the reaction mixture was heated overnight on an oil bath at 100°0 C. After cooling, first 50 ml of methanol and then 400 to 500 ml of water were added to the reaction mixture. The solidified mass was comminuted in a motar, the suspension was filtered, and the filter cake was washed first with water, then with some ethanol and then with ether, and finally dried. 27.7 gm (83% of theory) of 2-amino-4-(2'-methoxy-phenyl)-thiazole hydroiodide were obtained, which could be used as the starting compound without further purification.

Workup

  1. customThe starting compound was prepared
  2. temperaturethe reaction mixture was heated overnight on an oil bath at 100°0 C
  3. temperatureAfter cooling
  4. customThe solidified mass was comminuted in a motar
  5. filtrationthe suspension was filtered
  6. washthe filter cake was washed first with water
  7. dry with materialwith some ethanol and then with ether, and finally dried

Sources & evidence

ORD record
ord-0c335dc5c09e44148acaa5e2f5f97ff4
Source dataset
uspto-grants-1980_12
Patent number
US04238496

Reaction notes

Loading…