Thiophosgene → HCID 59351155, compound

HRID 887404Notes

Reaction equation

HRID 887404 reaction equation
[Cl:1][C:2]1[C:3]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][N:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:22](Cl)(Cl)=[S:23]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([O:8][C:9]2[CH:10]=[CH:11][C:12]([N:15]=[C:22]=[S:23])=[CH:13][CH:14]=2)=[N:4][CH:5]=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 10040ThiophosgeneHCID 10340Sodium CarbonateHCID 201339744-(3-Chloropyrazin-2-yloxy)benzenamine

Product 1

HCID 59351155HCID 59351155, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 4-(3-chloropyrazin-2-yloxy)benzenamine (620 mg, 2797 μmol) and sodium carbonate (652 mg, 6154 μmol) in chloroform (10 ml) was added thiophosgene (236 μl, 3077 μmol). The solution turned cloudy and was stirred overnight at room temperature. The solvent had evaporated so the residue was taken back up in chloroform and the solids were removed by filtration. The filtrate was collected and the solvent was removed by roto-vap to give the desired product as a brown solid which was used without further purification.

Workup

  1. customThe solvent had evaporated so the residue
  2. customthe solids were removed by filtration
  3. customThe filtrate was collected
  4. customthe solvent was removed by roto-vap

Sources & evidence

ORD record
ord-500f481f4d164008baeb7ce14a268d13
Source dataset
uspto-grants-2012_08
Patent number
US08247418B2

Reaction notes

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