Iodine → HCID 49796119, compound

HRID 2217324Notes

Reaction equation

HRID 2217324 reaction equation
[C:1]1(=O)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[NH2:11][C:12]([NH2:14])=[S:13].[I:15]I>>[IH:15].[S:13]1[C:2]2[CH2:3][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=3[C:1]=2[N:11]=[C:12]1[NH2:14]

Participants

4

Reactant 3

HCID 807IodineHCID 67351-IndanoneHCID 2723790Thiourea

Product 1

HCID 49796119HCID 49796119, compoundYield 63.6%

Conditions

Temperature
95 °C

Procedure

A mixture of 1-indanone (6.00 g; 45.4 mmol), thiourea (6.92 g; 90.8 mmol) and iodine (11.52 g; 45.4 mmol) was heated to 95° C. with stirring. After 3 hours, the mixture was allowed to cool to room temperature. The crude solid was triturated with absolute ethanol and filtered. The light yellow solid was washed twice with absolute ethanol then allowed to air dry to provide 9.13 g of 8H-Indeno[1,2-d]thiazol-2-ylamine hydroiodide 1a.

Workup

  1. temperatureto cool to room temperature
  2. customThe crude solid was triturated with absolute ethanol
  3. filtrationfiltered
  4. washThe light yellow solid was washed twice with absolute ethanol
  5. customto air dry

Sources & evidence

ORD record
ord-ac00b36fa8e340249cdc3ae5fd4976e4
Source dataset
uspto-grants-2008_08
Patent number
US07407977B2

Reaction notes

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