Iodine → HCID 86666993, compound

HRID 1626234Notes

Reaction equation

HRID 1626234 reaction equation
[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[I:15]I>C(Cl)(Cl)Cl>[I-:15].[CH:11]1[C:12]2[C:7](=[S+:6][C:5]3[C:14]([N:13]=2)=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 807IodineHCID 7108Phenothiazine

Product 1

HCID 86666993HCID 86666993, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
5 °C

Procedure

This compound was prepared according the procedure by B. Wilson et. al, Tetrahedron 64 (2008), 3429-3436. To the solution of 10H-phenothiazine in anhydrous chloroform (22 mL), at 5° C., surmounted with an addition funnel was added the solution of iodine (2.4 g, 9.40 mmol) in CHCl3 (55 mL) over a 1 h period. The resulting dark solution was stirred for an additional 1 h at 5° C. monitored by TLC. After the disappearance of the starting material, the cooling bath was removed, solid precipitate was filtered, washed several times with chloroform, dried, to afford a very dark solid.

Workup

  1. customThis compound was prepared
  2. customAfter the disappearance of the starting material, the cooling bath was removed
  3. filtrationsolid precipitate was filtered
  4. washwashed several times with chloroform
  5. customdried
  6. customto afford a very dark solid

Sources & evidence

ORD record
ord-39cb84de29684a12a6a6efdd90f764a2
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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